Home Vacation Rentals By Owner In Bloomington, IN

Showing 160 Of 276 Vacation Rentals
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Exceptional(4)

$424.08

/ Nightly
Private Vacation Home

Charming 4 BR W/ Hot Tub +3 Kings Walk to Downtown

Bloomington, Indiana, United States

This charming 1920’s home, located in historic Vinegar Hill neighborhood, is minutes from campus and the hub of IU and downtown activities, shops and restaurants. 6 minutes to Memorial StadiumbrbrHOT TUBbrFireplace (wood provided)brFire pit (wood provided)br4 bedroomsbr3 King and 1 twin bedbr2 1/2 bathsbrHeated tile floor in master bath.brWell appointed kitchen w/essetialsbr2 desks (1 printer)brHi speed internetbrRecord player brGamesbrbrOffstreet parkingbrBryan Park (two short blocks) brGrocery store 3 minute drive brDowntown 5 minute drive brCoffee 5 minute walkbrbrYou will have private access to the entire home. Locked basement area is for storage only, so you have the home to yourselves!brbrYour host Amy will be available for questions and concerns through the Airbnb portal. She can also be reached by phone or text.brbrLocated on the border of historic Vinegar Hill and Bryan Park neighborhoods, it`s a short walk to the IU campus and the hub of University and downtown activities, shops and restaurants. The very popular Bryan Park is 2 short blocks away and offers multiple play grounds, fitness stations, Bryan Park pool, music, movies, basketball courts, tennis courts, baseball diamonds, volleyball, beautiful picnics spots and even a creek!brbrWalk to campus, downtown, and the B-line trail, or drive and park with ease: Off street parking for three with ample free street parking is available. The home is on a bike trail with easy access to the B-line bike trail.brbrOur park-like back yard is adjacent to a wooded lot and is frequently visited by many wildlife including deer, hawks and even owls!brNo fireworks or parties
Bed 4

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Bath 2

Bath

Sleep 8

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$311.76

/ Nightly
Private Vacation Home

The Dragonfly at Hillside: Easy Getaway in Btown

Bloomington, Indiana, United States

The Dragonfly is a charming 3BR/1BA home near Indiana University, downtown, the city pool, and two large parks. Designed for comfort and connection, it features a spacious living/dining area with 5 seating spots (3 indoors, 2 outdoors), a cozy reading nook with dragonfly books for all ages, plus a front porch, back patio, and fenced backyard. With off street parking for 3 vehicles, a 55 TV, and ample amenities for small children and pets, it’s perfect for IU visitors, couples, and families.brbr✨ Highlightsbr• Sleeps 6 — ideal for couples, families, or small groupsbr• 3 bedrooms (2 queens • twin bunkbed) • 1 bathroombr• Walk to IU Campus, downtown, city pool, and nearby parksbr• Spacious living/dining area with multiple seating areasbr• Cozy reading nook with dragonfly-themed booksbr• Front porch • Back patio • Fenced backyardbr• Off-street parking for up to 3 vehiclesbr• Fully equipped kitchenbr• Fast WiFi • 55 Smart TVbr• Family- and pet-friendly with thoughtful amenitiesbrbr— The Details —brThe Dragonfly is a bright, comfortable home designed to bring people together while still offering cozy corners to relax and recharge. With three bedrooms and a flexible layout, it’s well suited for families, couples, or small groups visiting Bloomington.brbrThe heart of the home is a spacious living and dining area with multiple seating zones — perfect for gathering, sharing meals, or unwinding after a day on campus or around town. A cozy reading nook, complete with dragonfly-themed books for all ages, adds a playful and relaxing touch.brbrSleeping arrangements include comfortable beds with quality linens, and the layout offers flexibility for a variety of group types. The single bathroom is clean, functional, and centrally located.brbrOutdoor spaces are a highlight. Enjoy a front porch for morning coffee, a back patio for relaxed evenings, and a fully fenced backyard — ideal for children and pets. With both indoor and outdoor seating, there are multiple places to gather or spread out.brbrThe home includes a fully equipped kitchen, a 55 Smart TV for movie nights or game days, and off-street parking for up to three vehicles, making it easy to come and go.brbr Locationbr• Near Indiana University campusbr• Close to downtown Bloomington dining, shops, and nightlifebr• Walking distance to the city pool and two large parksbr• Corner bus stop just steps awaybr• Easy access to trails, local attractions, and campus eventsbrbrYou’ll be close to everything — while staying in a comfortable residential setting perfect for relaxing between outings.brbr— Why We’re Different —br• Thoughtfully designed for connection with multiple seating areasbr• Cozy reading nook with books for all agesbr• Family- and pet-friendly layout with fenced backyardbr• Front porch, patio, and yard offer flexible indoor/outdoor livingbr• Ideal for IU visits, family trips, and relaxed getawaysbrbr Family-Friendly Featuresbr• Books, games, and cozy spaces for all agesbr• Fenced backyardbr• Flexible sleeping arrangements for familiesbr• Walkable neighborhood for afternoon naps or evening strollsbrbr Pet-Friendly Perksbr• Fenced backyard for easy outdoor accessbr• Pet-friendly layout and surfacesbr• Waste bags conveniently provided near the front doorbr• Walkable neighborhood and nearby green spacebrbr Sustainability — Lower Your Travel Footprintbr• Local coffee (when available)br• Recycling providedbr• Refillable dispensers with shampoo, conditioner, and body washbr• Eco-friendly cleaning products + “free & clear” detergentbr• Eco-friendly toiletries like bamboo toothbrushesbr• WiFi-enabled thermostatbrbr House RulesbrQuiet hours: 9pm–7am (residential neighborhood)brNo parties or unauthorized eventsbrOnly registered guests permitted overnightbrDogs allowed with prior approval and pet feebrNo smoking or vaping indoors or the back porchbrPlease remove shoes insidebrCheck-out: simple list provided in home
Bed 3

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Bath 1

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Sleep 6

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Exceptional(12)

$366.24

/ Nightly
Private Vacation Home

The CRYSTAL House ~ With HOTTUB + Hidden Bar Room + Game Room! WOW!

Bloomington, Indiana, United States

Truly a 1 of a kind experience! brbr★Beautiful Crystals! br★Private Hottub!br★Hidden Speakeasy Bar! br★Game Room!br★Ping Pong Table!br★Pool Table!br★Massive Deck!br★Record Playerbr★Fast Wifi!br brbrbr(Just minutes from the IU stadium & downtown Bloomington!)brbrMake yourself at home in this 3-bedroom 3 full bathroom Bloomington retreat. Feel and see the tranquility in this home that is filled with large and small crystals/geodes from around the world! This all brick home has loads of character which includes a brick stairway on the inside, and a HIDDEN speakeasy (prohibition style) bar! The entrance to the speakeasy is hidden in plain sight but not obvious. In order to find the entrance you need to find Where The Red Fern Grows. Goodluck! brbrThis home features 3 bedrooms with possibility of a 4th bedroom in the basement family room that can easily be turned into a king bed with the provided topper and bedding. This home also has 3 full bathrooms - 1 attached to the master bedroom and the 2nd one is off the hallway. The 3rd bathroom is retro style and located in the basement. The home has a very large and fairly private wrap around deck, with a brand new HOTTUB recently added! brbrThe home is just a few miles from downtown, IU campus, the stadium, Westside shopping, and interstate 69! This home is truly a 1 of a kind!brbrRules - Check-in time is 4pm, check-out time is 10am. Absolutely no parties allowed. Max number of guests is 9. No additional people are allowed in or on the property other than the number of guests listed on the reservation. We have outdoor cameras located around the outside of the home, if you have anyone over other than the people listed on the reservation then your stay will be immediately canceled and you will be forced to vacate the property immediately without refund. No smoking is allowed in the home or on the property. Do not move any of the crystals, and/or other furnishings throughout the home. Guests are 100% responsible for any accidents or damage to the house, property, and furnishings. Guests are also 100% responsible for any injuries (if occured) while on the property. The furniture in the home is all brand new - if there is any damage or permenant stains on any of the upholstery, furniture, furnishings, or the property itself, then you (the guest) will be charged the full retail price to replace it. Before and after pictures are taken between each reservation to confirm if anything has been stolen or if any damage has occured. Do not leave dirty dishes, all dishes must be washed prior to checking out. All trash and recycling must be gathered up and put into the trash/recycle bins located in the garage before checking out. I also require photo ID's of all guests who are staying at the property before granting access to the home. Guests will have access to all areas of the home except for a locked storage closet in the Laundry room and the outdoor storage shed. brbrHottub Use-brNo one under the age of 18 is aloud to use the Hottub without adult supervision. Do not use the hottub while under the influence of alcohol. No food or drinks aloud in or near the hottub. No rough housing or intimacy aloud in the hottub. The hottub is under security camera serveilance for the safety of the guests and the hottub. If any damage, spills, or substances are found in the hottub you will be accountable for any cleaning or replacement fee.brbrBy booking this property you agree to all the rules listed above.
Bed 3

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Bath 3

Bath

Sleep 8

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Exceptional(15)

$205.01

/ Nightly
Private Vacation Home

Cottage on Kirkwood | Charming, Walk to IU, Downtown | King Bed · 2BR · Sleeps 6

Bloomington, Indiana, United States

Cottage on Kirkwood is a historic home on one of Bloomington’s most iconic streets — walkable, welcoming, and full of character. Just blocks from downtown and a scenic walk to IU’s Sample Gates, this 2 bedroom, 1 bath, light-filled cottage blends farmhouse warmth with modern comforts in a location that puts Bloomington’s best right outside your door. The home has a large backyard, patio and grill, off-street parking in driveway for 2 vehicles, and bus stop at the corner just steps away. Well-behaved dogs considered — ask host for details.brbr✨ Highlightsbr• 2 bedrooms • 1 bathroombr• Sleeps 6 (1 king · 1 queen · 1 sofa bed) • Ideal for couples, families, small groupsbr• Walk to Downtown Bloomington & IU Campusbr• Iconic Kirkwood Avenue locationbr• Off-street driveway parking for 2 vehiclesbr• Fully equipped kitchenbr• Fast WiFi • Dedicated work/reading alcovebr• Washer & dryerbr• Two patios • Front porch with swingbr• Large backyard • Gas grillbr• Well-mannered dogs considered with prior approvalbrbr— The Details —brBuilt in 1900, Cottage on Kirkwood is a character-filled historic home with a classic “this old house” personality — charming, imperfect, and full of warmth — paired with thoughtful modern updates. Natural light pours into the space, highlighting farmhouse details, original features, and a surprisingly spacious 1,132 sq ft layout.brbrThe home includes two comfortable bedrooms: one with a king bed and one with a queen bed, both dressed with quality linens. A sofa bed in the living area provides flexible sleeping for additional guests. The single full bathroom features a vintage clawfoot tub, adding to the home’s historic charm.brbrAt the back of the house, a well-lit reading and office alcove offers a quiet place to work or unwind after a day exploring campus and downtown. This space is especially appreciated by remote workers and longer-stay guests.brbrOutdoor living is a highlight here. Enjoy two patios, a front porch with swing, and a large backyard with patio seating and a gas grill — perfect for morning coffee, casual dinners, or relaxing evenings at home.brbrThe kitchen is fully equipped for everyday cooking, and a washer and dryer are provided for guest use. Off-street driveway parking for two vehicles makes coming and going easy. brbr Unbeatable Locationbr• Blocks from downtown restaurants, cafés, shops, and breweriesbr• Pleasant walk to IU’s Sample Gatesbr• Corner bus stop steps awaybr• Easy access to the B-Line Trailbr• Located on Kirkwood Avenue in Bloomington’s historic Prospect Hill neighborhoodbrYou’ll be close to everything — right in the heart of Bloomington’s energy — while still enjoying a cozy place to retreat at the end of the day.brbr— Why We’re Different —br• One of Bloomington’s classic historic cottages on iconic Kirkwood Avebr• Walk-to-everything convenience for campus, dining, and nightlifebr• Warm farmhouse style with natural light and original characterbr• Dedicated office/reading alcove — rare in a 2BR historic homebr• Multiple outdoor spaces for relaxing and entertainingbr• Room-darkening curtains (Queen Bedroom), ear plugs, and white noise machines for restful sleepbrbr Family-Friendly Featuresbr• Flexible sleeping layout for families or mixed groupsbr• Tub — helpful for young childrenbr• Quiet backyard for outdoor play and downtimebr• Walkable neighborhood - great for evening strollsbrbr Pet-Friendly Perksbr• Well-behaved dogs considered with prior host approvalbr• large backyard, partially fencedbr• Easy access to walkable streets and nearby green spacesbrbr Sustainability — Lower Your Travel Footprintbr• Local coffee with reusable filtersbr• Recycling providedbr• Refillable dispensers with shampoo, conditioner, and body washbr• Eco-friendly cleaning products + “free & clear” detergentbr• WiFi-enabled thermostatbrbr House RulesbrQuiet hours: 9pm–7am (city ordinance)brNo parties or unauthorized eventsbrOnly registered guests permitted overnightbrNo smoking or vaping indoors or on the front porchbrGarage not available for guest usebrShoes off indoorsbrCheck-out: simple list provided in homebrDogs allowed with prior approvalbrbr— Other Things to Note —brNeighborhood & sound: Kirkwood Avenue is a lively, well-loved street. Guests should expect normal urban activity, including street noise, pedestrians, and the occasional dog. Ear plugs and white noise machines are provided for comfort.brbrHistoric home note: As a 1900 cottage, this home has a classic historic personality — charming, imperfect, and full of character — balanced with modern comforts.brbrBathroom access: The bathroom features a vintage clawfoot tub without a grab bar. Due to the raised base, it may be difficult for guests with mobility limitations. A step stool is provided.brbrGarage is not for guest use.
Bed 3

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Bath 1

Bath

Sleep 6

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Exceptional(12)

$279.7

/ Nightly
Private Vacation Home

3 Mi to IU! Family-Friendly Bloomington Home

Bloomington, Indiana, United States

Inside the well-appointed interior of your retreat, you'll instantly take notice of the spacious living room adorned with soft seating, bright lighting, and a large TV. The adjacent dining room offers the perfect space to eat as a family and the well-equipped kitchen makes cooking effortless. When you want to continue to feel the sun on your skin, dine al fresco on the spacious balcony.brbr-- THE PROPERTY --brbrThrough exploring the rest of the home, you will find lovely bedrooms, both upstairs and downstairs, each featuring a cheerful color palette and high-quality linens. The downstairs game room offers a pleasant place for the kids to play a game of Ping-Pong and additional interior perks include central air conditioning and a private washer/dryer.brbr-- THE LOCATION --brbrLocated in an unmatched location, this modern and updated gem is close to Indiana University, Lake Monroe, The Wonderlab Science Museum, and the Eskenazi Museum of Art. For excellent shopping, dining, and nightlife opportunities head 3 miles to Kirkwood Street.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- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Streaming services available with guests‚ own account(s)br- Fireplace is not available for guest use
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Bath 3

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Sleep 8

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Exceptional(19)

$1241.32

/ Nightly
Cabin

Hot Tub, Lake Monroe Views! 22-Acre Outdoor Oasis

Bloomington, Indiana, United States

Sitting on 22 acres, Scenic View Lodge and the Hickory Suite overlook Hoosier National Forest and the gleaming shoreline of Lake Monroe. Ideal for those looking to escape from the hustle and bustle of city life, Scenic View is the perfect spot to sing around the campfire, gaze up at the stars, and host sweet summer barbecues. Lake access is within 3 miles of the home, where you can swim, fish, and boat. Additional shopping, dining, and entertainment options are less than 10 miles away.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 full bedbr- Bedroom 2: 1 bunk bed (twin/full)br- Bedroom 3: 1 full bed (Sleeping Nook)br- Bedroom 4 (Loft): 1 king bedbr- Bedroom 5: 1 king bed, 2 twin bedsbr- Bedroom 6: 1 twin bedbr- Bedroom 7: 1 king bed, 2 twin bedsbr-Bedroom 8: (Apartment Suite) 1 queen bedbrbrSplashed with natural light, the interior of Scenic View Lodge's main house combines charming rustic elements with modern conveniences. The chef of your group will have no issues utilizing the full kitchen's stainless steel appliances and ample meal prep space. When it comes to dining, the expansive formal dining table and in-kitchen table are well-suited to host family-style meals. After your meals, gather in the family room for movie viewings, board game competitions, and tasty cocktails - prepared at the stand-alone bar. The bedrooms are equally comfortable and offer easy access to the bathrooms. brbrThe cozy interior of the Hickory Suite features high ceilings, comfortable furnishings, and a well-equipped kitchen. The wooden desk is a pleasant spot to catch up on your reading or tune into a remote work project. brbrAdditional interior perks this property has include a jetted tub, a private washer/dryer, ample storage space, and internet access.brbr-- THE LOCATION --brbr- Quiet property close to lake access, hiking, boating, fishing & outdoor recbr- 2 miles to Paynetown State Recreation Area & Cutright State Recreation Area (Monroe Lake access)br- 4 miles to Two Herons Marinabr- 5 miles to Cartop State Recreation Areabr- 9 miles to WonderLab Science Museum, Indiana University Memorial Stadium & Indiana University Bloomingtonbr- 12 miles to Leonard Springs Nature Parkbr- 60 miles to Indianapolis International Airportbrbr-- 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- Pet friendly w/ $25 fee (+ taxes & fees, 2 pets max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Quiet hours are from 10:00 PM to 8:00 AMbrbrADDITIONAL INFORMATIONbr- Your safety matters. The property features an exterior security camera located at the back drive area, pointing towards the drive and parking lot. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device
Bed 8

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Bath 5

Bath

Sleep 20

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Exceptional(2)

$3431.3

/ Nightly
Private Vacation Home

Hoosier Estate - Steps to IU

Bloomington, Indiana, United States

Just three blocks from IU's campus and 1 mile from Bryan park, Fresh Thyme, Kroger, and an abundance of restaurants. brbrWe have a 14yr history of perfect 5-Star reviews! This is our new primary home, so we are continuously improving the property and upgrading furnishings. brbr1.5 miles from Sample Gates and Kirkwood, this beautiful estate is set on .66 acres and carefully tucked away from the main roads on a dead end road, and the epitome of your serene private getaway in the heart of Bloomington! Be delighted by the serenity of our home, with an abundance of wildlife. brbrOur wrap around porch provides with a porch swing provides the perfect spot to rest following your adventures.brbrAdmire the sunrise with a warm coffee and take in the peaceful presence of all that surrounds you. brbrChoose to relax on the back deck to enjoy the waterfall (seasonally available May through Sept.; or until first freeze) to capture the perfect sunset.brbrSurrounded by large shade trees, you’ll have plenty of spots to setup a game of corn hole, enjoy the fire pit, or grill. brbrStepping inside you’ll be greeted into a two story foyer and a living room with a 70” Smart TV (complementary Netflix, Disney, ESPN, and Amazon Prime available for your enjoyment). Any pay per view will be charged back to guests. brbrHigh-speed internet (150 mbps download + 25 mbps upload).brbrDining room table for up to 8 guests (will be setup for 6, unless requested to be setup for 8 prior to arrival). brbrGranite countertops throughout kitchen with two sinks and two ovens available to expedite meal preparations. Four bar stools and two wingback chairs make the kitchen a social center for which to enjoy librations and great conversation.brbrAlexa is setup throughout to enable surround sound effects with ample music choices available on command. brbrFour king beds are provided in well appointed living spaces with tasteful decor to delight your guest. brbrThe fifth bedroom is multipurpose and can be setup with a single bed + single trundle making it possible to sleep 10 adults across all bedrooms with comfort and ease. brbrPrimary on-suite was recently renovated with a walk-in shower and bidet with seat warming, heated water and air dry features. Double granite vanity makes daily preparations an ease.brbrNote: All furnishings are being updated after July 1st with a total of 5 bedrooms.
Bed 5

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Bath 2

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Sleep 10

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Exceptional(2)

$496.0

/ Nightly
Cabin

Log Cabin Luxury Near IU & Lake Monroe

Bloomington, Indiana, United States

5 Crimson Pines Log Cabin – Luxury Cabin Near IU & Lake MonroebrbrEscape to southern Indiana at 5 Crimson Pines, a stunning log cabin on 7 wooded acres—minutes from Lake Monroe and Indiana University. Enjoy nature, easy access to campus events, dining, and DoorDash. We feature a fenced-in backyard for your pets. This spacious retreat has two luxurious primary suites with king beds and private baths, a third bedroom with a pop-up daybed and twin mattresses, and a queen sleeper sofa in the living room—perfect for families or groups.brbrInside Highlights:br- Plush linens and upscale furnishingsbr- Fully equipped kitchen and cozy living areabr- Game room with bumper pool and puzzlesbr- Loaded with IU charm and Hoosier spiritbrbrOutdoor Amenities:br- Full wraparound deck with forest viewsbr- Private hot tub under the starsbr- Firepit with seating for s’moresbr- Pet-friendly hammock for lazy afternoonsbr-20ft boat parkingbrbrLocation Perks:br1.6 miles to Lake Monroe for boating, hiking, and fishingbr9 miles to IU campus for sports and diningbr25 miles to charming Nashville with shops and live musicbrPerfectly secluded but conveniently close.brbrWhether you’re exploring nature or relaxing in the hot tub, 5 Crimson Pines offers a unique Bloomington experience.brbrRural Environment Notice:brOur cabins are nestled in Monroe County’s nature. While we maintain cleanliness, seasonal pests like mice and lady beetles may occasionally appear, especially in fall and spring. We appreciate your understanding as part of the rural experience!brbrPET-FRIENDLY: $75 fee per pet, with a portion donating to the Brown County Humane Society.brFireplaces are seasonal from October 1st - April 1st.brbrALL EVENTS AND PARTIES REQUIRE PRIOR WRITTEN APPROVAL FROM PROPERTY MANAGEMENT.
Bed 3

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Bath 2

Bath

Sleep 8

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