Middletown Holiday Rentals, Connecticut: Private House Rentals

A forested landscape with a winding dirt road and power lines.

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Our top choices for Middletown hotels

A spacious lobby with a sofa, armchairs, and a coffee table. There is a fireplace and a wall-mounted artwork.

A modern kitchen with stainless steel appliances, wooden cabinets, and a wine display.

A modern hotel lobby with a reception desk, a coffee station, and a store named "The Market" with various items on display.

A modern living room with a blue sofa, white ottoman, and a grey armchair. There are two lamps on side tables, and a framed artwork on the wall.

1. New Haven Hotel

Downtown New Haven

Lhatoya

Rp2.100.112

Rp2.415.173 total

includes taxes & fees

27 Sept - 28 Sept

A cozy dining area with a brick fireplace, wooden chairs, and tables set for a meal.

A brick building with a sign that reads "Inn at Middletown."

A grand spiral staircase with a chandelier, marble flooring, and blue armchairs in a spacious lobby area.

An indoor swimming pool with clear water, a metal ladder, and a tiled floor.

2. Inn at Middletown

Washington Street Historic District

John

Rp2.618.890

Rp3.362.707 total

includes taxes & fees

21 Sept - 22 Sept

A modern hotel with multiple floors, large windows, and a sign for Springhill Suites.

A modern hotel lobby with a central seating area, a bar, and a large TV screen.

A hotel room with a bed, a desk, a sofa, and a large abstract painting on the wall.

An outdoor seating area with a fire pit, chairs, and a building with large windows and a flat roof.

3. Springhill Suites by Marriott Hartford Cromwell

Cromwell

David

Rp2.650.474

Rp3.048.045 total

includes taxes & fees

20 Sept - 21 Sept

A hotel room with a large bed, two bedside lamps, a desk with a chair, a large window with curtains, and an air conditioning unit.

A vending machine with a glass front, a refrigerated display case, and a snack shelf.

A hotel room with two beds, a desk, and a view of a cityscape.

A beverage cooler with various drinks and a snack wall with assorted snacks and beverages.

4. The Capitol Hotel

Downtown Hartford

Ilya

Rp1.625.730

Rp1.869.633 total

includes taxes & fees

22 Sept - 23 Sept

A circular fire pit surrounded by wicker furniture in an outdoor patio area with brick flooring and a brick building in the background.

A large, stately building with symmetrical architecture, featuring multiple windows and a central entrance.

A bar area with a menu board, a minibar, and a well-stocked bar shelf.

A modern hotel lobby with a sectional sofa, round tables, and built-in TV screens.

5. Courtyard by Marriott Hartford Cromwell

Cromwell

Iurii

Rp3.142.668

Rp3.614.068 total

includes taxes & fees

20 Sept - 21 Sept

An outdoor patio area with a fire pit, seating, and umbrellas.

A Hampton Inn & Suites building with a clear entrance, a parking lot, and a flagpole.

A modern hotel lobby with a bar area, seating, and artwork.

A modern dining area with multiple tables and chairs, a coffee station, and a large window with curtains.

6. Hampton Inn & Suites Rocky Hill - Hartford South

Rocky Hill

Fabiola

Rp2.431.663

Rp2.796.412 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a large bed, a yellow armchair, a desk with a chair, and a bathroom visible through an open door.

A hotel reception area with a digital screen, a clock, a sign about morning charges, and a view of parked cars outside.

A kitchen with a vending machine, a refrigerator, and a trash bin.

A hotel lobby with a reception desk, two chairs, a television, a window with a view of the parking lot and buildings, and a wall-mounted air conditioner.

7. Motel 6 Wethersfield, CT - Hartford

Wethersfield

William

Rp1.124.236

Rp1.292.863 total

includes taxes & fees

16 Sept - 17 Sept

A breakfast bar with various food options, including cereal and hot food, and a sign indicating an express start breakfast.

A hotel room with a large bed, a desk with a chair, a telephone, and a TV on the wall.

A laundry area with two washing machines and a dryer, equipped with control panels and a water dispenser.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

8. Holiday Inn Express Hartford South - Rocky Hill by IHG

Rocky Hill

Allyshia

Rp2.236.597

Rp2.572.087 total

includes taxes & fees

20 Sept - 21 Sept

An outdoor kitchen with a grill and a built-in stove, white chairs, and a red door.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

A multi-story hotel with a central entrance, a parking lot, and landscaped areas with shrubs and flowers.

A hotel lobby with a stone fireplace, multiple seating areas including a sofa and chairs, and a television mounted on the wall.

9. Homewood Suites by Hilton Wallingford-Meriden

Wallingford

Jessica

Rp2.965.443

Rp3.410.259 total

includes taxes & fees

13 Sept - 14 Sept

A hotel room with a bed, two bedside tables, a chair, a desk, and a window with curtains.

A hotel room with a sofa, a small table, a desk with a chair, a television, and a window with curtains.

A Super 8 hotel with a symmetrical facade, multiple windows, and a central entrance with a glass door.

A reception area with a wooden reception desk, a flat-screen TV displaying a cityscape, and pendant lighting.

10. Super 8 by Wyndham Cromwell/Middletown

Cromwell

Jae

Rp1.118.621

Rp1.286.414 total

includes taxes & fees

11 Oct - 12 Oct

A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

A spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.

A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.

A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.

11. Water's Edge Resort & Spa

Westbrook Center

DONNA

Rp3.156.772

Rp3.934.121 total

includes taxes & fees

7 Oct - 8 Oct

A hotel room with two beds, each with a beige bedspread and white pillows. There are two bedside tables with lamps, and the walls are adorned with framed artwork.

A gazebo, a welcome sign, and a close-up of flowers.

A gym with various exercise equipment including a treadmill, elliptical, and weight machines.

A Quality Inn hotel with a prominent sign, a parking lot, and a road with vehicles.

12. The Cromwell Inn

Cromwell

Wahwah

Rp1.378.142

Rp1.584.863 total

includes taxes & fees

15 Sept - 16 Sept

A sunset over a body of water with a boat and a tree silhouetted against the sky.

A white building with a sign that reads "Solano Inn".

A hotel lobby with a reception desk, a black sofa, and a glass coffee table.

A bedroom with a large bed, a desk with chairs, and a dining area.

13. Solano Inn

Portland

Douglas

Rp1.749.393

Rp2.011.802 total

includes taxes & fees

15 Sept - 16 Sept

A Candlewood Suites hotel with a modern design, featuring multiple floors and a well-lit entrance.

A hotel room with a sofa, a bed, a desk, and a framed picture on the wall.

A bed with white bedding and a wooden headboard.

14. Candlewood Suites Windsor Locks Bradley Arpt by IHG

Windsor Locks

Heather

Rp1.849.155

Rp2.126.528 total

includes taxes & fees

11 Oct - 12 Oct

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

A modern hotel lobby with a central bar area, refrigerated beverage dispensers, and a seating area with tables and chairs.

A modern living room with a flat-screen TV, a red armchair, a grey sofa, a wooden entertainment unit, and a large window with curtains.

A Hilton Garden Inn with a covered entrance, landscaped gardens, and a clear sky.

15. Hilton Garden Inn Wallingford/Meriden

Wallingford

Jennah

Rp2.575.549

Rp2.961.881 total

includes taxes & fees

20 Sept - 21 Sept

A Hampton Inn & Suites with a brick facade, large windows, and a well-lit entrance.

A hotel room with a kitchen area, a dining table, a sofa, and a large window with curtains.

A pool area with lounge chairs and a pool.

A hotel lobby with a fireplace, red chairs, a dining area, and a patterned carpet.

16. Hampton Inn & Suites Hartford/East Hartford

East Hartford

Ellen

Rp2.081.620

Rp2.393.864 total

includes taxes & fees

27 Sept - 28 Sept

A hotel lobby with a gray sofa, a round table, a reception desk, a TV, and a kitchen area in the background.

A hotel room with a bed, bedside tables, a desk, a TV, a large mirror, a bathroom with a bathtub, and a striped carpet.

A Best Western Plus hotel with a two-story structure, multiple parking spaces, and a landscaped front yard.

A spacious dining area with multiple tables and chairs, a kitchen in the background, and a modern ceiling design.

17. Best Western Plus New England Inn & Suites

Berlin

Bonnie

Rp1.837.522

Rp2.113.151 total

includes taxes & fees

16 Sept - 17 Sept

A restaurant with tables set for dining, large windows offering a city view, and a chandelier.

A spacious lobby with high ceilings, wooden paneling, and a chandelier. There are multiple seating areas with armchairs and sofas.

A spacious lobby with a grand chandelier, plush seating, a chess table, and a classic fireplace.

A spacious lobby with a central seating area, a chandelier, and wooden paneling.

18. Omni New Haven Hotel at Yale

Downtown New Haven

Tishana

Rp2.628.442

Rp3.022.708 total

includes taxes & fees

4 Oct - 5 Oct

A hotel entrance with a reception desk, a black doormat, a white door, and a bulletin board with various pamphlets.

An aerial view of a commercial building with a parking lot, adjacent to a wooded area.

A room with a flat-screen TV mounted on the wall, a microwave, and a refrigerator in a wooden cabinet.

A statue of a seated figure in a circular stone base with an American flag, surrounded by grass and trees.

19. Best Way Inn

Rockfall

Rosa

Rp1.263.384

Rp1.452.891 total

includes taxes & fees

14 Sept - 15 Sept

A modern bar area with a wooden bar counter, multiple stools, and a variety of liquor bottles.

A modern hotel entrance with a sign reading "Courtyard by Marriott."

A modern living room with a large flat-screen TV, comfortable seating, and a patterned carpet.

A modern hotel lobby with a fireplace, comfortable seating, and a large window offering a view.

20. Courtyard New Haven Wallingford

Wallingford

Marjory

Rp2.520.627

Rp2.898.721 total

includes taxes & fees

4 Oct - 5 Oct

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Where to stay in Middletown

Find the best Middletown areas for the activities you enjoy most.

Washington Street Historic District

Washington Street Historic District

You'll enjoy the museums and live music in Washington Street Historic District. You might want to make time for a stop at General Mansfield House or Kidcity Children's Museum.

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Stay near popular Middletown attractions

A large white building with columns and a central staircase.

Wadsworth Mansion

This Beaux-Arts masterpiece invites you into the grandeur of early 20th century American aristocracy. Wander through elegant interiors on Wednesday tours, then explore picturesque trails and gardens.

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A waterfront promenade with a curved walkway, street lamps, and a backdrop of autumn-colored trees.

Harbor Park

8.0/10 (5 reviews)

Harbour Park offers tranquil riverside paths along the Connecticut River with perfect sunset views. Enjoy a picnic while watching boats pass by, or time your visit for the annual rowing races and Fourth of July fireworks.

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Wesleyan University

8.6/10 (189 reviews)

Wesleyan University's historic 316-acre campus blends 19th-century architecture with cutting-edge facilities. Experience the vibrant intellectual community that has defined this liberal arts institution since 1831.

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General Mansfield House

This stately Federal-style mansion showcases Middletown's Civil War heritage through period rooms and rare artefacts. Explore historical exhibits, then stroll gardens featuring a magnificent 150-year-old ginkgo tree.

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Middletown Nature Gardens

Wander through 18 acres of diverse Connecticut ecosystems, from woodlands to a rare red maple swamp. The 200-year-old "Bee Tree" sugar maple stands as a living monument to the garden's natural heritage.

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Smith Park

Smith Park offers 50 acres of recreational space with state-of-the-art playgrounds and scenic walking trails. Families can enjoy the peaceful natural setting while children explore the modern play equipment.

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Dooley Pond Public Access

Dooley Pond offers a serene freshwater fishing haven where anglers pursue largemouth bass and yellow perch. Launch your small boat from this peaceful access point and enjoy Connecticut's natural tranquility.

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Kidcity Children's Museum

10.0/10 (1 review)

This artist-crafted museum features three floors of imaginative play spaces designed for children ages 1-7. Explore medieval villages, fishing ships, and space-age adventures in detailed settings that spark creativity.

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Learn more about Middletown

Wesleyan University's stunning campus and the Connecticut River waterfront offer perfect spots for afternoon strolls and picnics. Explore Main Street's indie bookshops and farm-to-table restaurants, then catch a show at the historic Oddfellows Playhouse where locals gather.

See all hotels in Middletown

A coastal cityscape with a marina, dense urban buildings, and a river.

Top Middletown Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

8/10 Good

"Deverian actualizar las tv’s"

Holiday Inn Express Southington by IHG

10/10 Excellent

"We have always had great time at Holiday Express’s lodging service food is always great. Front desk was so very helpful & polite also very knowledgeable. Thank you Southington Holiday Express"

Home2 Suites by Hilton East Haven New Haven

10/10 Excellent

"Clean room. Yummy breakfast"

The Blake Hotel

8/10 Good

"It was ok"

Holiday Inn Express Hartford South - Rocky Hill by IHG

10/10 Excellent

"Breakfast was good; staff friendly and property clean"

The Farmington Inn & Suites

10/10 Excellent

"Amazing in every way! I will stay again when I come from Chicago to Avon to visit my son at school..no detail was overlooked! Beautiful, quant and quiet hotel and wonderful staff"

Clarion Inn North Haven - New Haven North

10/10 Excellent

"Tavern was nice with food . Under renovation so not as clean building supplies everywhere"

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"The staff was great addressed a small issue quickly. The cabin was clean and ready for us, this was a first for me I have never been camping of any kind. What I enjoyed most was the quiet and being away from the everyday hustle, myself and my wife enjoyed the slowdown along with our dog, just being able to recharge and reconnect with each other was well worth it. We had everything we needed and the cabin was stocked with everything. We will definitely return."

More cheap stays in Middletown

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

Rp1.108.795

Rp1.292.687 total

27 Sept - 28 Sept

includes taxes & fees

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Rp1.431.660

Rp1.646.435 total

22 Sept - 23 Sept

includes taxes & fees

8/10 Very good! (1,003 reviews)

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

Rp1.610.815

Rp1.852.437 total

20 Sept - 21 Sept

includes taxes & fees

8.6/10 Excellent! (1,448 reviews)

Best Western Hartford Hotel & Suites

185 Brainard Rd Hartford CT

Rp1.660.297

Rp1.909.342 total

24 Sept - 25 Sept

includes taxes & fees

Hampton Inn & Suites Hartford/East Hartford

351 Pitkin Steet East Hartford CT

Rp2.081.620

Rp2.393.864 total

27 Sept - 28 Sept

includes taxes & fees

8.8/10 Excellent! (1,209 reviews)

Holiday Inn Express Hartford South - Rocky Hill by IHG

20 Waterchase Drive Rocky Hill CT

Rp2.236.597

Rp2.572.087 total

20 Sept - 21 Sept

includes taxes & fees

8.8/10 Excellent! (1,002 reviews)

Frequently asked questions

What's the best place for a stay in Middletown?

Based on our traveller data, Inn at Middletown is one of the top choices for your stay. This hotel offers a restaurant and an indoor pool. Other good options for your stay in the area are The Capitol Hotel and New Haven Hotel. See all available top hotels, or vacation rentals in Middletown.

If I need to cancel my hotel reservation in Middletown, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.

What's the best dog-friendly accommodation option in Middletown?

Inn at Middletown is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Middletown.

What are some accommodation options with pools in Middletown?

Inn at Middletown: Features free self parking, an indoor pool and complimentary wireless Internet access. Water's Edge Resort & Spa and Best Western Hartford Hotel & Suites are a couple of other choices with an on-site pool. View all hotels with pools in Middletown.

What is staying in Middletown like?

Visitors to Middletown will definitely enjoy the university setting. Tourists can also enjoy the city's entertainment choices, festivals and basketball games. In Middletown, there are 24 hotels and other accommodation options to choose from. Find out more about Middletown.

What should I do while I'm visiting Middletown?

Landmarks like General Mansfield House, Wadsworth Mansion and State Veterans Cemetery might be worth a visit. Natural beauty is on display at Connecticut River, Middletown Nature Gardens and Wadsworth Falls State Park. The university setting is a highlight and Wesleyan University is worth a campus tour. Take a look at what more there is to see and do in Expedia's Middletown guide.

What's the weather like in Middletown?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Middletown is 1342 mm.

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Book Hotels in Middletown on Expedia.com

Find hotels in Middletown, CT from Rp1.286.414

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middletown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middletown hotels

1. New Haven Hotel

2. Inn at Middletown

3. Springhill Suites by Marriott Hartford Cromwell

4. The Capitol Hotel

5. Courtyard by Marriott Hartford Cromwell

6. Hampton Inn & Suites Rocky Hill - Hartford South

7. Motel 6 Wethersfield, CT - Hartford

8. Holiday Inn Express Hartford South - Rocky Hill by IHG

9. Homewood Suites by Hilton Wallingford-Meriden

10. Super 8 by Wyndham Cromwell/Middletown

11. Water's Edge Resort & Spa

12. The Cromwell Inn

13. Solano Inn

14. Candlewood Suites Windsor Locks Bradley Arpt by IHG

15. Hilton Garden Inn Wallingford/Meriden

16. Hampton Inn & Suites Hartford/East Hartford

17. Best Western Plus New England Inn & Suites

18. Omni New Haven Hotel at Yale

19. Best Way Inn

20. Courtyard New Haven Wallingford

Where to stay in Middletown

Washington Street Historic District

Stay near popular Middletown attractions

Wadsworth Mansion

Harbor Park

Wesleyan University

General Mansfield House

Middletown Nature Gardens

Smith Park

Dooley Pond Public Access

Kidcity Children's Museum

Learn more about Middletown

Top Middletown Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Holiday Inn Express Southington by IHG

Home2 Suites by Hilton East Haven New Haven

The Blake Hotel

Holiday Inn Express Hartford South - Rocky Hill by IHG

The Farmington Inn & Suites

Clarion Inn North Haven - New Haven North

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

More cheap stays in Middletown

Motel 6 New Haven - Branford, CT

Pier Blue Inn Old Saybrook - Essex

Holiday Inn Express Southington by IHG

Best Western Hartford Hotel & Suites

Hampton Inn & Suites Hartford/East Hartford

Holiday Inn Express Hartford South - Rocky Hill by IHG

Frequently asked questions

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