East Hampton vacation rentals

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Top-rated vacation rentals in East Hampton

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Middletown

4.94 out of 5 average rating, 705 reviews

Quaint 2br apt- 1 block walk to Wesleyan & Main St

Nicely appointed 1st floor 2 BR apt with mid-century modern inspired decor that is a cozy home away from home. House is 1 block from Wesleyan and 2 blocks from food/fun on Main St, so you don’t need to use your car to visit Wesleyan or get to anything in town since the location is very walkable. Laundry, dishwasher, tv with roku, dvd player and dvd’s, books, bluetooth radio, wifi, front porch and back yard seating, close to Rt 9, I-91, Rt 84, Hartford and short drive to beaches/shoreline/I-95.

Dec 7 – 14

G$25,233 GYD per night

Guest favorite

Guest suite in Wethersfield

4.99 out of 5 average rating, 252 reviews

Bright, clean studio in charming Old Wethersfield

Clean, bright studio apartment in the charming village of Old Wethersfield. Stroll to cafes, village green, historic homes and museums. Minutes from I-91 with easy commuting access to downtown Hartford, business and tourist sites, universities, and Hartford Hospital/CCMC. The studio is an in-law suite above our garage. It is attached to our home but has its own keyed entrance. It has a full kitchen, bathroom with shower over tub, closet, queen-sized bed, kitchen table/chairs, and workspace.

Dec 4 – 11

G$24,868 GYD per night

Superhost

Home in East Hampton

4.87 out of 5 average rating, 114 reviews

Lakehouse, 4 bedrms, winter discounts available

Fully renovated, on 80ft of lake front. Perfect for summer water activities, stunning fall foliage and often ice skating in the winter! East-facing with stunning sunrises. Very well equipped kitchen, cosy sitting room with wood-burning stove, dining room for 8, and powder room. Large porch faces the lake, with a sitting area, and dining table for 8. Ground floor king-size master & bathroom, with stunning lake views. Upstairs, 3 queen bedrooms, all with lake views and ample closet space.

Dec 5 – 12

G$85,789 GYD per night

Guest favorite

Guesthouse in Glastonbury

4.96 out of 5 average rating, 133 reviews

Unique luxurious private building in historic area

Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

Jul 20 – 27

G$28,311 GYD per night

Guest favorite

Guest suite in Wallingford

5.0 out of 5 average rating, 499 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, pvt. entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. Coming for a special event? Book an appointment at our salon, Jimmy James Salon. Ask for info.

Aug 12 – 19

G$18,196 GYD per night

Guest favorite

Condo in Middletown

4.97 out of 5 average rating, 102 reviews

Entire place to yourself Cromwell/Middletown Line

Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kichen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking, swimming pool. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

Apr 4 – 11

G$25,057 GYD per night

Guest favorite

Apartment in Glastonbury

4.9 out of 5 average rating, 409 reviews

Quiet 2 bed room apt w/ private entrance.

NOTE WELL: This light, spacious basement apartment is located in a residential neighborhood in South Glastonbury near the Connecticut River and many good hiking areas, shops, and restaurants. We are working professionals who rise and retire early. We have a large exuberant dog who is fenced (electric) away from the apartment and house entrances and driveway. The space is not appropriate for parties. Do not inquire or book if your life situation is not amenable to this description.

Oct 28 – Nov 4

G$23,758 GYD per night

Guest favorite

Apartment in Middletown

4.98 out of 5 average rating, 147 reviews

Apartment Near Wesleyan, Downtown, Wedding Venues!

Welcome! We are sure you will enjoy your stay in this centrally located first-floor apartment, which sleeps 5-6 guests! You'll feel at home in this cozy 2-bedroom unit, stocked with everything you would need during your stay. Walking distance away from Main Street and Wesleyan, you'll be able to explore all Middletown and the surrounding area has to offer. Two porches, a fenced-in backyard, and a firepit are all available for your use! Pets are welcome! Any questions? Message us!

Sep 3 – 10

G$26,942 GYD per night

Guest favorite

Apartment in East Haddam

4.9 out of 5 average rating, 105 reviews

Penny Corner Airbnb

My place is located up the hill from Good Speed Opera House. The Opera House is on the same side of the river as my place. The folklore is that vacationers used to pay a penny to have their belongings transported by ox and wagon from the port at the river to this corner. A two family home built in 1884. The space is a ground level 1 bedroom apartment with private entrance. There is no TV in the unit, WIFI is available for your devices.

Nov 19 – 26

G$21,407 GYD per night

Guest favorite

Home in Manchester

4.94 out of 5 average rating, 175 reviews

Paradise On The Hill Luxury Apartment.

Enjoy your own special and separated section of this beautiful, modern colonial home. This beautiful home includes an oversize living room with a comfortable Queen Size sectional sleeper sofa, oversize Master Bedroom and very large bathroom with spa like jets. His and hers closets. Beautiful kitchenette. 50 inch T.V., Free WiFi. , comfortable dining and more, all for the comfort and convenience of our guests.

Oct 8 – 15

G$20,599 GYD per night

Guest favorite

Guesthouse in Glastonbury

4.91 out of 5 average rating, 171 reviews

Charming Barn Apartment

Our one bedroom apartment in a colonial barn has a country feeling but is a 10 minute drive into downtown Hartford, and halfway between Boston and New York City .There are woods on one side and from the living area look out on a hillside where you can sit for a spell or spend some time on the private stone patio right outside the door. There are beaches and casinos within an hours drive.

Nov 12 – 19

G$28,666 GYD per night

Guest favorite

Cottage in Colchester

4.97 out of 5 average rating, 128 reviews

Lakefront peaceful getaway cottage

Newly renovated house. New kitchen with skylights. New bathrooms with standing showers. New bedroom en-suite with small balcony overlooking the lake. Quiet area. AC units in bedroom only. Sorry no pets because of owner allergies. Queen bed in master and full-size+ twin second bedroom.

Nov 8 – 15

G$47,194 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for East Hampton vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near East Hampton's top sights

Sadler's Ordinary9 locals recommend

Loco Perro4 locals recommend

Po's Rice and Spice12 locals recommend

Angelico's Lakehouse Restaurant6 locals recommend

Rossini's5 locals recommend

Marlborough Tavern5 locals recommend

Other great vacation rentals in East Hampton

Guest favorite

Apartment in Chester

4.95 out of 5 average rating, 313 reviews

Chester Village 'Pied-à-terre' above art gallery

Oct 2 – 9

G$41,170 GYD per night

Guest favorite

Apartment in Windham

4.89 out of 5 average rating, 102 reviews

One bedroom, newly renovated clean and quiet .

Sep 29 – Oct 6

G$19,360 GYD per night

Superhost

Cabin in East Haddam

4.89 out of 5 average rating, 340 reviews

Getaway Machimoodus - NYC/Boston

Jan 20 – 27

G$52,538 GYD per night

Guest favorite

Apartment in Middletown

4.9 out of 5 average rating, 239 reviews

3 bedroom near Wesleyan, downtown

Aug 10 – 17

G$33,066 GYD per night

Guest favorite

Apartment in Middletown

4.82 out of 5 average rating, 131 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

Nov 6 – 13

G$26,969 GYD per night

Guest favorite

Cottage in Middlefield

4.93 out of 5 average rating, 229 reviews

Lake Beseck cottage

Jun 4 – 11

G$35,931 GYD per night

Guest favorite

Tiny home in Guilford

4.94 out of 5 average rating, 202 reviews

Stay in a Tiny House on a Small Sustainable Farm

Aug 27 – Sep 3

G$36,700 GYD per night

Superhost

Guesthouse in East Hampton

4.83 out of 5 average rating, 42 reviews

Your Own Barn Loft Suite Among the Treetops

Nov 11 – 18

G$40,808 GYD per night

Show all

Other great vacation rentals in East Hampton

Guest favorite

Vacation home in East Hampton

5.0 out of 5 average rating, 23 reviews

Family Friendly Lake House Lake Pocotopaug Sunsets

Jan 31 – Feb 7

G$81,501 GYD per night

Guest favorite

Home in East Hampton

4.93 out of 5 average rating, 81 reviews

LAKE HOUSE! Ask about monthly discounts!

Sep 14 – 21

G$49,444 GYD per night

Guest favorite

Guesthouse in Portland

5.0 out of 5 average rating, 64 reviews

Guesthouse Farm Stay

Nov 22 – 29

G$31,166 GYD per night

Guest favorite

Home in East Hampton

4.95 out of 5 average rating, 20 reviews

Waterfront Lake House

Feb 3 – 10

G$106,503 GYD per night

Guest favorite

Guesthouse in East Hampton

4.9 out of 5 average rating, 20 reviews

Family-Friendly Lakeside Cottage

Feb 4 – 11

G$76,568 GYD per night

Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 56 reviews

🌅A Sunrise Lake Retreat for Couples or Families🌅

Oct 3 – 10

G$132,506 GYD per night

Guest favorite

Home in Haddam

5.0 out of 5 average rating, 76 reviews

Cozy Comforts!

Jul 20 – 27

G$34,025 GYD per night

Guest favorite

Home in East Hampton

4.84 out of 5 average rating, 82 reviews

BEAUTIFUL Lake House on Lake Pocotopaug

Nov 15 – 22

G$121,433 GYD per night

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Quick stats about vacation rentals in East Hampton

Total rentals
40 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in East Hampton?
Yes! Work meets play with ease at over 20 vacation rentals in East Hampton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in East Hampton?
Four-legged friends are welcome in East Hampton. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in East Hampton have wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet in East Hampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in East Hampton have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in East Hampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in East Hampton have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in East Hampton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in East Hampton?
East Hampton has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

East Hampton vacation rentals

Top-rated vacation rentals in East Hampton

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for East Hampton vacation rentals

Stay near East Hampton's top sights

Other great vacation rentals in East Hampton

Apartment in Chester

Apartment in Windham

Cabin in East Haddam

Apartment in Middletown

Apartment in Middletown

Cottage in Middlefield

Tiny home in Guilford

Guesthouse in East Hampton

Other great vacation rentals in East Hampton

Vacation home in East Hampton

Home in East Hampton

Guesthouse in Portland

Home in East Hampton

Guesthouse in East Hampton

Home in East Hampton

Home in Haddam

Home in East Hampton

Quick stats about vacation rentals in East Hampton

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in East Hampton?

Are there pet-friendly vacation rentals in East Hampton?

Do house rentals in East Hampton have wireless internet?

Do house rentals in East Hampton have a bbq area?

Do house rentals in East Hampton have air conditioning?

Are there family-friendly house rentals in East Hampton?

Destinations to explore