Home Vacation Rentals By Owner In Bennington, VT

Showing 20 Of 29 Vacation Rentals
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Exceptional(3)

$658.52

/ Nightly
Private Vacation Home

Mtn Views, 3 King Beds, Game Room, Chef's Kitchen

Bennington, Vermont, United States

Tired of run-down houses Bennington's Green Mountain Escape is the place for you!brbrBennington’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.brbrOur Green Mountain Escape has been designed with you in mind. 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.brbr*New white noise machines are available in all bedrooms for extra comfort.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
Bed 5

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Bath 4

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Sleep 10

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Exceptional(71)

$702.8

/ Nightly
Private Vacation Home

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

Bennington, Vermont, United States

Board Member of VTSTRA (Vermont Short Term Rental Alliance)brbrAre 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 8 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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Exceptional(12)

$931.55

/ Nightly
Private Vacation Home

Historic Downtown Home w/Bar Room, Hot Tub

Bennington, Vermont, United States

Historic home with 6 bedrooms, 5 full bathrooms, 1 half bathroom.brBar room perfect for entertaining guests.brGame room, complete with an Xbox One and convertible game table.br10 minute walk from downtown Bennington.br7 minutes to BATS mountain biking trailsbrWithin 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 milesbrbr**For non-Airbnb users, please note that you will receive a pre-arrival email that will need to be completed prior to check-in.**brbrWe 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.
Bed 6

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Bath 6

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Sleep 22

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Exceptional(1)

$194.19

/ 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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Bath 1

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Sleep 4

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Exceptional(30)

$224.0

/ Nightly
Private Vacation Home

1920's Bennington Vermont Guest Barn

Bennington, Vermont, United States

Very comfortable accommodations with just about everything brand new down to quality mattresses and bedding. New kitchen appliances and compliments along with bottled spring water in the fridge. Free WiFi, VHS, DVD, and CD players for you to enjoy along with cable TV in the parlor and in two of the three bedrooms. There is a desk with some supplies for your use. The Coffee Bar is open 24/7 with oodles of coffee and tea to chose from. There are some snacks and goodies in the cupboards and fridge that you may enjoy. You'll also find some games around for those rainy days and nights. Out back is a patio with a table, chairs and umbrella for those sunny days along with a new gas grill for your use. Behind the Barn is a newly landscaped lawn with a great fire pit and chairs to gather around making conversation and smores. Conveniently located near many ski mountains like Bromley, Mt. Snow, Stratton, Magic Mountain which are roughly 40 - 60 minutes away. There are many area colleges including Bennington College, Southern Vermont College and Williams College. In town there is the Bennington Museum which is also the home to Grandma Moses Art Museum. The Robert Frost Museum is only 1 mile from the Guest Barn. The Clark Art Museum in Williamstown, and Mass Moca in North Adams is 30 minutes away. Saratoga Springs is only 40 miles away and Albany is only 50 minutes away where you will find many more museums and places of interest like the Egg. Robert Todd Lincoln's home in Manchester is 30 minutes away along with many of the Manchester shopping outlets. Check out the Dorset Playhouse, Vermont Country Store, and Bennington Potters while on your trip. If you want to go back in time, visit Williams Store in Dorset for a great nostalgic experience. A trip to Lake George, NY a little over an hour away and worth a ride on the famed steamboat Minnie Ha-Ha. And don't forget to visit Bennington's 3 covered bridges.
Bed 4

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Sleep 7

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Exceptional(27)

$398.72

/ Nightly
Cabin

Breathtaking Mtn Views: Stylish Rustic Retreat!

Bennington, Vermont, United States

2,000 Sq Ft | Pet Friendly w/ Fee | Fire Pit | Outdoor Shower (Open May-October) | Antique Oak Flooring | Gas GrillbrbrExperience true beauty at this Bennington cabin immersed in 100 acres of peaceful seclusion. Only 15 minutes from town, the vacation rental has 2 bedrooms, 2 baths, and a sleeping loft. Plus, the home is ideally located with quick access to scenic drives, winter sports, museums and historic landmarks, fine dining, and Bennington College and Williams College.brbr-- THE PROPERTY --brbrMRT-11153470-001 brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 California king bed br- Bedroom 2: 1 king bed br- Loft: 2 XL twin beds br- Additional Sleeping: 1 portable cribbrbrINDOOR LIVINGbr- Smart TVbr- Dining tablebr- Board games, booksbr- Workspacebr- Ceiling fansbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Microwave, coffee maker, toasterbr- Dishware & flatware, spicesbrbrGENERALbr- Free WiFi,br- Towels, linensbr- Central heating, window A/C unit (loft)br- Vacuum, hangersbr- Keyless entrybrbrFAQbr- No fence before pondbr- 1 Ring doorbell (facing out)br- Pet fee (paid pre-tripbr- 4WD necessary in winterbr- Homeowner lives on-site (200 yards away)brbrACCESSIBILITYbr- Multi-level home, stairs to enterbr- Bedrooms, sleeping arrangements, & full bathrooms on upper levelsbrbrPARKINGbr- Driveway (4 vehicles)brbr-- THE LOCATION --brbr- Close to trailsbr- 5 miles to The Bennington Center for the Artsbr- 5 miles to Quarry Hillbr- 6 miles to Old First Congregational Museum & Bennington Museumbr- 11 miles to Park-McCollugh Historic Housebr- 39 miles to Albany International Airport (39.0 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- Pet friendly w/ $75 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This multi-level home requires stairs to enter. Additional stairs are required to access the bedrooms, sleeping arrangements, and full bathrooms on the upper levelsbr- Because the pond is not fenced, the property might not be suitable for young children; adult supervision is recommended br- Your safety matters. This property features a Ring Doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressedbr- 4-wheel drive or all-wheel drive is necessary in the winter months to access the propertybr- The outdoor shower is available from May to the end of Octoberbr- The homeowner lives on-site, in a completely separate home (200 yards away), and may be present during your stay. The owner doesn't interact with guests unless needed
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Bath 2

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Sleep 6

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