Middletown Rentals
From $146 per night (USD)VRBO
Cozy Getaway w\/lots of Natural Light :) 5 mins to adventures
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This modern apartment is perfect for a night away from home , or a long term stay . This hidden gem is tucked away in mi ...
From $146 per night (USD)VRBO
From $52 per night (USD)Expedia
Rent A Room In This Spacious Victorian
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Rent a room in this spacious vintage Victorian style colonial. This home is located in an ideal central location, a blo ...
From $52 per night (USD)Expedia
From $604 per night (USD)VRBO
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Quoted from a renter " This property has a million dollar view!" Featured in the 2022 movie Damons Revenge https://yout ...
From $604 per night (USD)VRBO
From $599 per night (USD)Expedia
lakefront estate
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
beautiful estate on quite street sits on a fully stock lake. Private pool and bbq area for summer fun! right off of berl ...
From $599 per night (USD)Expedia
From $195 per night (USD)VRBO
Cozy newly remodeled home close to major amenities in Connecticut a
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Clean, spacious, beautiful kitchen and bath newly remodeled closed to major stores and restaurants 46 Braeburn Ln is a ...
From $195 per night (USD)VRBO
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Little House on River - architectural gem
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy Little House designed by renowned architect offers wonderful opportunity to vacation, work from home, or simply enj ...
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From $800 per night (USD)VRBO
Country retreat with pool, brook and waterfall, 2 hours from NYC and Boston
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Escape to this stunning, recently restored, 5 bedroom retreat in a historic village only two hours away from NYC and Bos ...
From $800 per night (USD)VRBO
From $96 per night (USD)VRBO
Renovated Apt - 4min walk from Wesleyan & Main St
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a home away from home at this centrally-located private apartment. Renovated, professionally disinfected and clean ...
From $96 per night (USD)VRBO
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Two bedroom unit on 3rd floor. Private entrance.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This convenient and centrally-located unit is close to many restaurants and breweries, wineries, Wesleyan College art mu ...
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From $125 per night (USD)Expedia
Cozy, Pet-Friendly Apartment Near University
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Space There are two bedrooms with Queen sized beds (sleeping 2 guests each) and closets. One of these bedrooms also ...
From $125 per night (USD)Expedia
From $202 per night (USD)VRBO
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the peace of this perfect colonial 3 bedroom 2bath Hideaway that welcomes you to a bright and airy living space, c ...
From $202 per night (USD)VRBO
From $162 per night (USD)Expedia
Modern Middletown Retreat, Minutes to Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Whether you’re visiting family, seeking outdoor adventure, or simply exploring a new area, this sleek 3-bedroom, 1-bathr ...
From $162 per night (USD)Expedia
From $189 per night (USD)VRBO
#24 *Serenity* A Lakefront Cottage Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Incredible FALL FOLIAGE & WINTER VIEWS! When it comes to a Lakefront Cottage. From your view on the oversized ...
From $189 per night (USD)VRBO
From $125 per night (USD)Expedia
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Keep it simple at this peaceful and centrally located apartment! Completely open concept and fully renovated. Plenty of ...
From $125 per night (USD)Expedia
From $287 per night (USD)VRBO
Charming private home on the Connecticut River that comfortably sleeps 11 people
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful River Views and River Access! This unique 5 bed, 2 full bath contemporary sits on 1.39 acres of tranquil, priv ...
From $287 per night (USD)VRBO
From $47 per night (USD)VRBO
Rent A Room In This Spacious Victorian
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Rent a room in this spacious vintage Victorian style colonial. This home is located in an ideal central location, a blo ...
From $47 per night (USD)VRBO
From $47 per night (USD)VRBO
Rent A Room In A Spacious Victorian
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Rent a room in this spacious vintage Victorian style colonial. This home is located in an ideal central location, a blo ...
From $47 per night (USD)VRBO
From $898 per night (USD)VRBO
Luxury Estate, Elegant, Private-2 miles from Wesleyan University-The White Lion
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 14
Escape the frenzy of the world in this family friendly spacious and serene space. White Lion Manor is a gated estate loc ...
From $898 per night (USD)VRBO
From $501 per night (USD)VRBO
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Bring the whole family for fantastic vacation to this great place with lots of room to relax and unwind. Hot Tub for 5 , ...
From $501 per night (USD)VRBO
From $340 per night (USD)Expedia
Charming Castle Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Castle Cottage, a charming 3-bedroom retreat that sleeps 8, nestled along the scenic Connecticut River in ...
From $340 per night (USD)Expedia
From $118 per night (USD)VRBO
Private Apt in Middletown-Wesleyan
- Bedrooms:
- 1
- Bathrooms:
- 9
- Sleeps:
- 4
Summary: Welcome to our charming apartment located in the heart of Middletown, just a stone's throw away from Wesleyan U ...
From $118 per night (USD)VRBO
From $299 per night (USD)Expedia
#29 - Modern 5 Bedroom\/2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Discover comfort and convenience in our stylish rental. 5 Bedrooms with 4 king beds & 1 queen, two living rooms ...
From $299 per night (USD)Expedia
From $170 per night (USD)VRBO
Cozy, Home away from Home and close to downtown, Wesleyan and the CT River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Home is a feeling and we've made sure you feel it here. Our house is comfortable, unique and spacious. There's a custom ...
From $170 per night (USD)VRBO