Home Vacation Rentals By Owner In Bennington, VT

Showing 20 Of 27 Vacation Rentals
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Exceptional(70)

$642

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Private Vacation Home

Karin's Place VT: Phenomenal Safe Guest House with hot tub, pool, playground...

Bennington, Vermont, United States

Are you looking for a private pool, hot tub that holds 8, sauna, AND a playground! Are you looking for a more concierge quality of hosting Look no further. Karin's Place is your home away from home. All the privacy with as much interaction as you need/want or don't. brbrSome have referred to Jenny as the super. So adding to her already designated titles, Director of Vibes and Chief Memory Officer, she has now adopted Super Jenny! brbrThat said, please join us in our guest house called Karin's Place and enjoy our Gentleman's Farm of goats, chickens, and freshly planted veggies! We live on site in a separate space and you have as much privacy as you desire with the convenience of instant response if you need anything. brbrThere is something for everyone at Karin’s Place–from the enormous backyard, private pool, hot tub, sauna, and a pirate ship playground to enough books and games to last several lifetimes! Lie in a hammock and take in the sun or cross country ski on the 22 acres of land. The leaf peeping is also impossible to beat.brbrThis home is unique and grand. It was conceived by Jenny's father who was a bonafide eccentric. He lived a large life and was truly one-of-a-kind. There is no other home or inn in the area like Karin's Place. The house seamlessly converted into two completely separate spaces, allowing for a living space for us and a retreat space for you while retaining privacy. Our goats, chickens, and ducks look forward to your stay as well. brbrThere are hotels. There are convention centers. There are inns and B&Bs. None have a a pirate ship or a grown-up sized swing and enough books for a lifetime. Our attention to detail and personal investment in your time at Karin's Place makes every visit distinctive and uniquely special.brbrKarin’s Place is an 8,000 square-foot estate nestled in the woods of Bennington, Vermont. The guest house is the original upgraded house with a separate entrance and a large wooden fence to separate the outdoor space as well. We are far enough off the road for solitude and listening to birds and animals rustling in the woods yet just four miles from the town of Bennington and nine miles from Williamstown, Massachusetts, Karin’s Place is in the middle of nowhere and close to somewhere. She can be your ultimate destination and/or she can be your resting ground after taking in theatre, music, museums, skiing, and more.brbrThe limit is 12 including children all with their own beds. Rent the entire house for 2 days or a couple of weeks. (Discounts for a week or more and we do NOT charge the overage fees for children 2 and under.) brbrJust come. Why wait We look forward to meeting you! brbrAs John is an acoustic expert, there is no sound bleed between the living spaces. brbrA portion of your fee is donated to the Alzheimer's Association in the name of Jenny's mother, Karin.brbrThe base price is for up to 6 people. $45/person/night for additional people. (No additional person charges for children under age 3. The fees are non-negotiable. No parties or events above and beyond the people staying at the house. brbrVermont Meals and Rooms Tax account number : MRT-10113308l
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Bath 2

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Sleep 12

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$244

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Apartment

Spacious 2nd floor apartment steps from popular corner market.

Bennington, Vermont, United States

Located in a charming 1890's colonial home, this 2nd floor apartment has a convenient in town location that is close to everything with a 15 minute walk to the center of historic downtown Bennington, VT. Boasting a private entrance, covered front porch, and off street parking, this property is a welcome home-away from-home.
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Sleep 4

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$241

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Bed & Breakfast

Victorian mansions Coach Room with Breakfast

Bennington, Vermont, United States

The estate, formerly the private residence of Louis A. Graves, was the creation of architect William C. Bull who designed many of the stately Victorian structures in the Shires of Vermont. Ten-foot ceilings, the mahogany-paneled library with ornately carved fireplace, leaded glass pocket door and bookcases, and the raised plaster moldings of the Dining Room make the South Shire Inn a showpiece in Southern Vermont Victorian Era.
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Exceptional(3)

$578

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Private Vacation Home

Mtn Views, Fire Pit, Game Room, Fully Loaded

Bennington, Vermont, United States

Bennington’s Green Mountain Escape is a newly renovated home that is fully loaded with everything you need and will want from the new chef’s kitchen to the coffee bar, fire pit, arcade games, corn hole, and 3 king bedrooms. In addition, you will be close to everything Southern Vermont and Bennington have to offer in a fabulous neighborhood.brbrIf you're tired of run-down houses, Green Mountain Escape is the place you are looking for.brbrGreen Mountain Escape has been designed with you in mind as we want you to immediately feel relaxed when you walk in the front door. Tremendous attention has been paid to the textures, color palette, and placement of every little detail in the house. brbrThe layout of the house and the additional game room is perfect for families, friends, or co-workers to gather and to separate when needed so you can have your own space.brbrThe kids can fight it out playing Pacman, Pinball, and Foosball in the game room while mom and dad enjoy a nice cabernet on the deck with the fire pit while enjoying the mountain views.brbrFrom the time you book until you check out we are here to serve you and answer any questions that may arise, but we will give you your space and not bother you.brbrMain floor brbr*Living Roombr*Kitchenbr*Dining Room with seating for up to 10br*Primary suite with King bed (Bedroom 1)br*2nd King bedroom w/ bath across the hall (Bedroom 2)br*Laundrybrbr2nd floorbrbr*King suite with it’s own bathroom. (Bedroom 3) You have the entire floor to yourself!brbrLower levelbrbr*Family room with tv br*Queen bedroom (Bedroom 4)br*Twin xl bedroom (Bedroom 5) that can be used as a king with the connector in the closetbr*Full Bathroom with tub and showerbrbrCOLLEGESbrBennington College 5.5 mibrWilliams College 13 mibrbrRESTAURANTSbrBlue Benn 1.4 mibrRamunto's Brick Oven Pizza 1.1 mibrSunny Side Diner .9 mibrThe Publyk House 3.5 mibrPangaea 6.7 mibrElm Street Market .8 mibrbrGROCERY STORESbrHannaford 4.3 mibrWalmart 2.7 mibrAldi 2.1 mibrbrSKI RESORTSbrProspect Mountain Ski Area 8 mibrBromley Mountain Ski Resort 31 milesbrStratton Mountain 40 milesbrWillard Mountain 26 milesbrMount Snow 29 milesbrbrLOCAL ATTRACTIONSbrOld First Congregational Church & Robert Frost grave 1.7 mibrBennington Battle Monument 2 mibrRobert Frost Stone House Museum 5 mibrSilk Road Covered Bridge 4 mibrHenry Covered Bridge 5 mibrPaper Mill Village Bridge 5 mibrChiselville Covered Bridge 12 mibrLake Shaftsbury State Park 12 mibrMount Equinox Skyline Drive 21 mibrManchester, VT 25 mibrWilliamstown, Massachusetts 13 mibrbrAlbany International Airport 39 mi
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Bath 4

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Sleep 10

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Exceptional(3)

$211

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Private Vacation Home

Short walk to Four Corners and Medical Center. 40 minute drive to Stratton.

Bennington, Vermont, United States

This house comes fully furnished with linens, dishes, washer/dryer, WiFi and 3 Roku TVs. It has 2 bedrooms, 2.5 baths and a queen sleeper sofa in the living room. It's a 10 minute walk to the Four Corners, SW VT Med Ctr and 40 a minute drive to Stratton Resort.
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Exceptional(11)

$740

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Private Vacation Home

Perfect for Leaf Peeping w/Bar Room, Hot Tub

Bennington, Vermont, United States

Exceptional home with 6 bedrooms, 5 full bathrooms, 2 half bathrooms.brBar room perfect for entertaining guests.brGame room, complete with an Xbox One and convertible game table.br10 minute walk from downtown Bennington.brWithin an hour from resorts like Mt. Snow, Stratton, Jiminy Peak, and more!brHot tub to relax after a day on the slopes!brPlease be sure to inquire with the correct number of guests to see the most accurate pricing, as group size impacts pricing.brbrWhile check-in is completely contactless, help is available 24/7 and is just a phone call away! You will receive check-in instructions 5 days prior to your stay. Please don't hesitate to reach out for anything you may need.brbrRight in historic, downtown Bennington.brbrYou'll have complete access to the home, surrounding yard, and hot tub. There a few doors that are locked and marked private, which include storage closets and the basement. We ask that guests refrain from going into those spaces.brbr**We welcome large groups to our home and kindly ask that you inquire prior to booking if you are expecting groups of more than 16 people. We include an additional fee for larger groups, for insurance and liability purposes, and want to be sure you are able to see the full amount you will be paying prior to booking. Thanks!**brbrWelcome to our historic inn! This historic home, built by original Green Mountain Boy Samuel Safford in 1774, combines the beauty, charm, and décor of old-fashioned homes, with the comfort and amenities of modern living. New updates include bar room, a game room, and a hot tub. The home boasts 6 bedrooms, many of which also have private bathrooms. There are several gathering areas, which makes this home perfect for hosting large events such as family gatherings! Our large kitchen is fully functional with all major appliances and even contains an industrial sink; however the kitchen is not as polished as the rest of the home. Though much of the home has been updated, care was taken to preserve much of the wood work that was done in the original construction. We guarantee, the detail in the original work will astound you!brbrOur home is perfect for a ski trip! We are within an hour's drive from many world-class ski resorts including Mt. Snow, Stratton Mountain, and Jiminy Peak Mountain Resort. Our home also has several electric fireplaces, providing a cozy, comfortable atmosphere to come home to. After a day on the slopes, come back and enjoy our 8 person hot tub!brbrThis home is a 10 minute walk from historic, downtown Bennington. Bennington is most well-known for the Bennington Battle Monument, which commemorates the Battle of Bennington during the American Revolutionary War and for being the resting place of Robert Frost, renowned American poet. Bennington is also home to several small art galleries and museums. Once you're done exploring, enjoy many of the restaurants and breweries within walking distance! There's also a fabulous restaurant, The Miller's Toll, right next to the house. We definitely recommend you make a reservation at this restaurant before your stay!brbrIMPORTANT NOTE: We have an occupied apartment adjacent to the main house, on the third floor. There is no access between the apartment and the main house. brbr**WE PREFER TO HOST GUESTS WHO ARE 25 OR OLDER**brbr**We can comfortably sleep 16 guests in beds and we also have a pack-and-play style crib for an infant. We welcome groups up to 22 people and encourage guests to bring extra sleeping materials. We can easily fit several air mattresses in the rooms, and groups over 16 guests are welcome to bring their own for sleeping.**brbr**We are pet friendly, so please be sure to include your pets in your inquiry, as the pricing will change to include an additional fee. While we are excited to welcome your fur babies into our home, we ask that guests be sure to clean up after their pets both inside and outside. We also ask guests to keep pets off of all furniture including beds. This makes cleaning easier and also protects future guests with allergies. Lastly, pets (especially dogs) MUST be crated if left alone in the home. If these particular rules are not followed, an additional fee may be added at the end of your stay.**br----brClosest Ski/Ride Mountains-Prospect Mountain Ski Area (7.1 miles), Dutch Hill Ski Area (19.7 miles), Mount Snow (27.4 miles), Timber Creek Cross Country Ski (27.2 miles), Bromley Mountain (31.6 miles), Stratton Mountain (41 miles)brbrClosest Hiking-White Rocks (1.0 miles), Bradford Putnam Wetlands (1.2 miles), Everett Cave (2.6 miles), Woodford State Park (10.3 miles)brbrBennington Area Trail System (BATS)-This is a major network of mountain biking trails. We are 7 minutes away by car, 17 minutes away by bike ride, 45 minutes away by walking, and there's also a bus that drives by every 40 minutes (Bennington Blue Line).brbrBennington, VT-Downtown Bennington has a ton to offer. Museums, a diversity of food options, breweries, and lots of funky stores-10 minute walk from the house.brbrWilliamstown, MA-Great college town with museums, attractions, great food, and concert venues-14.1 milesbrbrMASS MoCA-Amazing contemporary art museum that also doubles as a performing arts venue-18.4 milesbrbrWe are pet friendly, so please be sure to include your pets in your inquiry, as the pricing will change to include an additional fee. While we are excited to welcome your fur babies into our home, we ask that guests be sure to clean up after their pets both inside and outside. We also ask guests to keep pets off of all furniture including beds. This makes cleaning easier and also protects future guests with allergies. Lastly, pets (especially dogs) MUST be crated if left alone in the home. If these particular rules are not followed, an additional fee may be added at the end of your stay.brbrThe hot tub is available year round! We ask that guests be sure to shower prior to using this wonderful amenity, as this ensures the water stays clean and clear. If the hot tub is left in a dirty and messy state, there will be an additional cleaning fee.brbrUnder no circumstances do we allow smoking in the house. Smoking is allowed outside, far away from the entrances and windows of the house. We ask guests to refrain from tossing cigarettes onto the property. brbrIMPORTANT NOTE: We have an occupied apartment adjacent to the main house, on the third floor. There is no access between the apartment and the main house. br brNB: Reservations consisting of greater than 12 persons will be asked to sign a separate rental agreement which simply enforces the house rules, as specified in this rental listing.
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Bath 6

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Sleep 22

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Exceptional(1)

$193

/ Nightly
Private Vacation Home

Bennington Gem w/ Smart TV Near Historic District!

Bennington, Vermont, United States

Immerse yourself in a relaxing retreat at this 1-bedroom, 1-bathroom vacation rental nestled in the heart of Bennington, Vermont! Begin your days marveling at breathtaking mountain views from the private porch. An easy drive takes you to nearby attractions — including the Bennington Museum, the Robert Frost Trailhead, and the Bradford Putnam Wetlands. After exploring the area, retreat home and get some work down in the dedicated office area, then unwind in the tranquil living room!brbr-- THE PROPERTY --brbrMRT-11153470-001 | Dedicated Workspace | Well-Equipped Kitchen | Walk to Bennington MuseumbrbrBedroom: Queen Bed | Additional Sleeping: Queen Air MattressbrbrOUTDOOR LIVING: Front porch w/ seating, mountain viewsbrINDOOR LIVING: Smart TV w/ Netflix, fax, scanner/printer, shower/tub combo, dining tablebrKITCHEN: Stove/oven, refrigerator, dishwasher, Keurig coffee maker, dishware & flatware, microwave, cooking basics, toaster oven, coffee/tea stationbrGENERAL: Linens/towels, complimentary toiletries, free WiFi, washer, dryer, central heating, hair dryer, hangers, iron/board, trash bags/paper towelsbrFAQ: No A/C, 3 exterior security cameras (facing out)brACCESSIBILITY: Single-story home, 1st floor, 5 external steps required for entrybrPARKING: Driveway (2 vehicles), free street parking (first-come, first-served)brbr-- THE LOCATION --brbrLOCAL ATTRACTIONS: Walloomsac Park (0.2 miles), Bennington Museum (0.5 miles), Bennington Museum's Lincoln Statue (0.5 miles), Downtown Bennington Historic District (0.5 miles), Bennington Battle Monument (1 mile), Parking for Everett cave (1 mile)brGET OUTSIDE: White Rocks (2 miles), Norman and Selma Greenberg Conservation Reserve (2 miles), Bradford Putnam Wetlands (2 miles), Robert Frost Trailhead (5 miles), Appalachian National Scenic Trail / Long Trail AT/LT Route 9 Trailhead (5 miles)brMUSEUMS: The Dollhouse and Toy Museum of Vermont (0.8 miles), Robert Frost Stone House Museum at Bennington College (4 miles), North Bennington Museum (5 miles)brAIRPORT: Albany International Airport (39 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story home is on the 1st floor and requires 5 steps for entrybr- NOTE: The property does not offer air conditioningbr- NOTE: This property sleeps 2 guests in 1 queen bed, with room for 4 total guests by using the queen air mattressbr- NOTE: Your safety matters. This property features 3 exterior ADT security cameras. Camera 1 is on the front door facing the front entry. Camera 2 is on the right exterior of the home facing the right side of the driveway. Camera 3 is on the left exterior of the house facing the left side of the driveway. The cameras are outward facing and do not look into interior spaces. The cameras record video and audio when activated by motion
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Sleep 4

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Exceptional(10)

$284

/ Nightly
Apartment

Luxury Living High Above the Center of Town.

Bennington, Vermont, United States

Breathtaking views up & down Main Street. In the heart of downtown Bennington, steps from the four corners of US Rte 7 and VT Rte 9, walk to all downtown shops, restaurants, banks, post office and more!brbr3rd floor walk up luxury apartment with 2 bedrooms & 1.5 bathrooms . Non-smoking. Cats and small dogs are allowed. Central heat & air conditioning.brbrThe kitchen features full sized modern stainless steel appliances. There is a small washer/dryer unit in the full bathroom.brbrbr
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Bath 2

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Sleep 6

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Exceptional(13)

$263

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Cottage

Lake life at Woodford Cottage

Bennington, Vermont, United States

Walk out the door for an adventure on the Molly Stark Trail during the winter season and beach side on Woodford Lake during the summer. Woodford State Park is 3 miles from the cottage. Woodford State Park is popular for hiking and standup paddling boarding during the warmer months and for snowshoeing and cross-country skiing during winter. Numerous breweries close by. Gourmet dining and designer outlets are a close drive to Manchester, Vermont. Spend a day skiing on the slopes at nearby ski resorts: Prospect, Mount Snow, Stratton, Bromley, Magic Mountain, or Okemo.
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Sleep 7

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Exceptional(4)

$359

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Apartment

Green Mountain Getaway

Bennington, Vermont, United States

Escape to the serene Green Mountain Getaway, nestled in the picturesque town of Bennington. This charming Apartment offers 3 cozy bedrooms and a bathroom, perfect for a family or a group of friends. Enjoy modern comforts like high-speed wireless internet, air conditioning, and a fully equipped kitchen. The essentials are provided, along with a washing machine for your convenience. Immerse yourself in the beauty of nature while staying connected and comfortable. Your perfect retreat awaits!
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Sleep 6

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Exceptional(27)

$289

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Private Vacation Home

Two Brooks Lodge, Beautiful Waterfront Vermont Retreat

Bennington, Vermont, United States

This scenic home is located in the quaint, historic town of Bennington, Vermont. Sit in the hot tub and enjoy the soothing sounds of South Stream, which runs right through the middle of the property where it joins the fresh mountain water from Roaring Branch on the corner of the property - thus the name Two Brooks. This house is the last house on the road and very private and quiet, yet lies only five minutes from shopping, restaurants, cafes, bookstores, and all the conveniences of Bennington. The property backs up to thousands of acres of the Green Mountain National Forest, and the Appalachian and Long trails are just up the mountain. Nine ski resorts are within 90 minutes of the house. Enjoy full satellite TV entertainment, blazing hi-speed HughesNetInternet service, and telephone during your stay while relaxing on a large leather sectional with recliners.
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Sleep 8

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Exceptional(3)

$167

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Guest House

Best Western Bennington - Deluxe King Bed #2

Bennington, Vermont, United States

AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Seating Area, Functional Work Desk, Hairdryer, Iron/Ironing Board, Minifridge, Microwave, Coffee Maker, Free WiFi, Business Center, Fitness Center, Outdoor Swimming Pool (seasonal), Electric Car Charging StationbrbrAVAILABILITY: If this listing is unavailable, please check availability for our other similar listings with 1 King Bed: #2143916 - #2145849 - #2145850 - #2145852
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Sleep 2

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Exceptional(1)

$167

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Guest House

Best Western Bennington - Deluxe King Bed #4

Bennington, Vermont, United States

AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Seating Area, Functional Work Desk, Hairdryer, Iron/Ironing Board, Minifridge, Microwave, Coffee Maker, Free WiFi, Business Center, Fitness Center, Outdoor Swimming Pool (seasonal), Electric Car Charging StationbrbrAVAILABILITY: If this listing is unavailable, please check availability for our other similar listings with 1 King Bed: #2143916 - #2145849 - #2145852 - #2145854
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Exceptional(3)

$167

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Guest House

Best Western Bennington - Deluxe King Bed #5

Bennington, Vermont, United States

AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Seating Area, Functional Work Desk, Hairdryer, Iron/Ironing Board, Minifridge, Microwave, Coffee Maker, Free WiFi, Business Center, Fitness Center, Outdoor Swimming Pool (seasonal), Electric Car Charging StationbrbrAVAILABILITY: If this listing is unavailable, please check availability for our other similar listings with 1 King Bed: #2143916 - #2145849 - #2145850 - #2145854
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Sleep 2

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Exceptional(3)

$167

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Guest House

Best Western Bennington - Deluxe King Bed #3

Bennington, Vermont, United States

AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Seating Area, Functional Work Desk, Hairdryer, Iron/Ironing Board, Minifridge, Microwave, Coffee Maker, Free WiFi, Business Center, Fitness Center, Outdoor Swimming Pool (seasonal), Electric Car Charging StationbrbrAVAILABILITY: If this listing is unavailable, please check availability for our other similar listings with 1 King Bed: #2143916 - #2145850 - #2145852 - #2145854
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Exceptional(20)

$184

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Apartment

Traveler Dream Space in the Center of Downtown Bennington Steps From Everything!

Bennington, Vermont, United States

Whether you're coming to Bennington for the fall colors, winter sports, spring graduations, summer street festivals and parades, or college campus visits, this studio apartment will provide a comfortable Home-Away-From-Home base in the center of town. It's all here for you to make your stay comfortable and stress free. A full kitchen awaits the chef in you if dinner out is not on the agenda. If you're staying awhile and need to launder some clothes, the private washer/dryer is ready and waiting. When it's time to explore, The Bennington Museum, the Old First Church, and the Bennington Battle Monument are just a half, a three quarter, and a one mile walk from your front door respectively. The beautiful campus of Bennington College, Southern Vermont College, and Williams College is just a short car ride away. World famous Bennington Potters factory and outlet store is within walking distance for those who like a vigorous stroll. Mt. Snow and Bromley ski resorts are 40 minutes away and snowmobiling on the V.A.S.T. trail system is 15 minutes away. Or just kick-back at the studio, enjoy the large screen TV, and relax while the shoppers and travelers pass by your windows...there is always tomorrow.
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Sleep 3

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Exceptional(6)

$167

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Guest House

Best Western Bennington - Deluxe King Bed #1

Bennington, Vermont, United States

AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Seating Area, Functional Work Desk, Hairdryer, Iron/Ironing Board, Minifridge, Microwave, Coffee Maker, Free WiFi, Business Center, Fitness Center, Outdoor Swimming Pool (seasonal), Electric Car Charging StationbrbrAVAILABILITY: If this listing is unavailable, please check availability for our other similar listings with 1 King Bed: #2145854 - #2145849 - #2145850 - #2145852
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Exceptional(4)

$244

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Private Vacation Home

Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!

Bennington, Vermont, United States

Just 2 miles from the Downtown Bennington Historic District, this 3-bed, 2-bath vacation rental in Vermont’s first town seamlessly combines New England charm with outdoor adventure. Spend summer days exploring Bald Mountain’s rugged trails, and hit the slopes at Bromley Mountain in the winter. Afterward, retreat to your 2,000-square-foot hideaway for a home-cooked meal, followed by some friendly competition around the Nintendo Switch or game of ping pong!brbr-- THE PROPERTY --brbrMeals & Rooms Tax License No. MRT-11153470-001 | 43” & 65” Smart TVs | Ping-Pong Table | Washer & Dryer | 33 Mi to Bromley MountainbrbrBedroom 1: King Bed, Twin Daybed w/ Twin Trundle | Bedroom 2: Queen Bed | Bedroom 3 (Loft Crawl Space): Queen Bed (4’ Doorway to Access) | Loft: Twin Daybed | Additional Sleeping: Pack ‘n PlaybrbrINDOOR LIVING: Nintendo Switch w/ games, workspace, dining table, ceiling fans, board games & booksbrOUTDOOR LIVING: Deck, 2-acre yardbrKITCHEN: Dishwasher, drip coffee maker, creamer, kettle, toaster, fridge, stove & oven, microwave, dishware/flatware, pots & pans, trash bags/paper towels, cooking basics, cooking oils, spicesbrGENERAL: Free WiFi, 3 split A/C units, baseboard heat, detergent, towels/linens, iron & board, hair dryer, high chair, snow shovelsbrFAQ: Fireplace (decorative only), homeowner occasionally on-site (separate unit)brACCESSIBILITY: 2-story home, 3 steps to enter, bedroom & bathroom on 1st floor, grab rail in showerbrPARKING: Garage (2 vehicles), driveway (4 vehicles)brbr-- THE LOCATION --brbrLOCAL HISTORY: Downtown Bennington Historic District (2 miles), Bennington Battle Monument (3 miles), Robert Frost Stone House Museum (7 miles), Park-McCullough Historic Governor's Mansion (9 miles)brMUSEUMS: The Dollhouse and Toy Museum of Vermont (2 miles), Bennington Museum (3 miles), Robert Frost Stone House Museum at Bennington College (7 miles) brOUTDOOR REC: Harmon Hill (2 miles), Roaring Branch River (3 miles), Bennington Rail Trail (3 miles), Bennington Area Trail System (4 miles), Bald Mountain (5 miles), Lake Paran (7 miles), The Mile-Around Woods (9 miles), Quarry Hill (11 miles) brWINTER SPORTS: Prospect Mountain (8 miles), Mount Snow (27 miles), Bromley Mountain (33 miles), Catamount Trail Association (125 miles)brAIRPORT: Albany International Airport (41 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowedbr- No events, parties, or large gatherings br- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The fireplace is not available for guest usebr- NOTE: The homeowner occasionally lives on-site, in a separate unit with a separate entrance, and may be present during your staybr- NOTE: This 2-story home requires 3 steps to enter; 2 bedrooms and 2 bathrooms are on the 1st floorbr- NOTE: Bedroom 3 requires a 4’ door to access
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$328

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Private Vacation Home

NEW!! Renovated historic 3 BR 2 full BA. Walkable to downtown. Restaurants/Shops

Bennington, Vermont, United States

Step into a piece of Bennington history with this beautifully renovated historic home, nestled in the heart of downtown. Built in 1830, enjoy the perfect mix of classic elegance and current style in the updated kitchen, renovated bathrooms, and cozy living spaces. With its light-filled rooms, and wide plank floors, this home is full of character and warmth. Just a short walk from local shops, restaurants, a dispensary and brewery, this home offers both convenience and comfort.brbrThe spacebrOn the first floor of this 2,000 square foot home you’ll find an entry area, primary bedroom with attached bath, formal dining room with coffee bar, well equipped kitchen, laundry room, guest bathroom and living room.brbrThe second floor has two bedrooms and a study/tv room.brbrIn the warmer months, you can enjoy the large front or side porch.
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Sleep 6

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Exceptional(5)

$244

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Apartment

Downtown Victorian House

Bennington, Vermont, United States

Fully furnished first floor apartment located in a recently renovated Victorian House. The large living room boasts a floor to ceiling bay window. Custom tiled bathroom with seated shower surround. Plenty of kitchen cabinet space for the at-home-chef. Two walk-in closets for clutter free living. Area rugs cover century old hardwood floors. Walk to the downtown in minutes. Plenty of off street parking.
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Home Most popular vacation rentals in Bennington

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Exceptional(5)

$739.83

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Private vacation home

Perfect for Leaf Peeping w\/Bar Room, Hot Tub

Bennington, Vermont, United States

Bed 6

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Bath 6

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Sleep 22

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Exceptional(5)

$577.55

/ Nightly
Private vacation home

Mtn Views, Fire Pit, Game Room, Fully Loaded

Bennington, Vermont, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(5)

$642.16

/ Nightly
Private vacation home

Karin's Place VT: Phenomenal Safe Guest House with hot tub, pool, playground...

Bennington, Vermont, United States

Bed 5

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(5)

$290.77

/ Nightly
Private vacation home

Victorian Home in Bennington, Vermont

Bennington, Vermont, United States

Bed 4

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(5)

$243.88

/ Nightly
Apartment

Downtown Victorian House

Bennington, Vermont, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(5)

$404.64

/ Nightly
Cabin

Breathtaking Mtn Views: Stylish Rustic Retreat!

Bennington, Vermont, United States

Bed 4

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(5)

$262.48

/ Nightly
Bed & breakfast

Victorian mansion's Jim-Dandy Suite

Bennington, Vermont, United States

Bed 1

Bed

Bath 1

Bath

Sleep 1

Sleeps
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Exceptional(5)

$210.69

/ Nightly
Private vacation home

Short walk to Four Corners and Medical Center. 40 minute drive to Stratton.

Bennington, Vermont, United States

Bed 2

Bed

Bath 3

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(5)

$192.83

/ Nightly
Private vacation home

Bennington Gem w\/ Smart TV Near Historic District!

Bennington, Vermont, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(5)

$206.00

/ Nightly
Cottage

Cozy Woodford Lakefront Cottage

Bennington, Vermont, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps

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