Middlefield Holiday Rentals from NZ$150: Search Short-Term Rentals

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Our top choices for Middlefield holiday rentals

A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

1. 2BR Apartment Near Wesleyan 301

Washington Street Historic District

Joanne L.

includes taxes & fees

11 Nov - 12 Nov

A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

2. 2BR Apartment Near Wesleyan 102

Washington Street Historic District

DANIEL M.

includes taxes & fees

11 Nov - 12 Nov

A room with a patterned rug, a door leading to a kitchen, and a window with blinds.

3. Family Stays: Middletown, CT

Middletown

Audrey F.

includes taxes & fees

16 Nov - 17 Nov

A glass enclosure with a view of a forest interior, including a bed and a small table with items.

4. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Kelvin

includes taxes & fees

8 Dec - 9 Dec

A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

5. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Haddam

Kristy C.

includes taxes & fees

16 Nov - 17 Nov

A kitchen with dark cabinets, a granite countertop, a black stove, a microwave, and a sink.

6. Fully Furnished 1BR Apartment

Wallingford

"This property was very clean and comfortable; a nicely remodeled apartment in an older home. We had family members staying in one of the other apartments, so it was great to have them so close, but still had privacy. The location is conveniently located with plenty of restaurants nearby, and a short drive to fowntown dining and shops. Karl was an excellent host, griendly and very responsive. Would definitely stay here again!"

Ryan

includes taxes & fees

25 Nov - 26 Nov

A living room with a grey sofa, yellow cushions, a wooden coffee table, a TV on a stand, and a lamp on a side table.

7. Newly Remodeled with deck. Close to town center

Wallingford

Karen F.

includes taxes & fees

10 Nov - 11 Nov

A living room with a blue sofa, patterned armchair, wooden coffee table, and a globe on a side table.

8. Brand New Platform #1

Wallingford Center

Cherie G.

includes taxes & fees

10 Nov - 11 Nov

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

9. Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a wooden island, white cabinetry, and a ceiling fan.

10. New Railside Residents

Wallingford Center

Thomas S.

includes taxes & fees

16 Nov - 17 Nov

A two-story building with a dark blue facade, a central arched entrance, and a number '43' plaque.

11. All New Studio apartment in center of town

Wallingford Center

DAVID B.

includes taxes & fees

19 Nov - 20 Nov

A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

12. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Southington

"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."

Cindy M.

includes taxes & fees

20 Nov - 21 Nov

13. Private Apartment in Berlin

Berlin

Shaun L.

includes taxes & fees

10 Nov - 11 Nov

Three individuals in blue aprons walking outside a building with a staircase and a red umbrella in the background.

14. 1 Queen Bed | Wethersfield

Wethersfield

Anonymous traveller

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a central island, bar stools, and pendant lighting.

15. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Durham

Iris F.

includes taxes & fees

10 Nov - 11 Nov

16. All New 1BR with tons of Charm

Wallingford Center

Hannah Z.

includes taxes & fees

10 Nov - 11 Nov

A hotel room with a neatly made bed, a bedside table with a lamp, and a window with patterned curtains.

17. 2 Full Beds | Wethersfield

Wethersfield

Anonymous traveller

includes taxes & fees

10 Nov - 11 Nov

A compact kitchen with grey cabinets, a built-in microwave, a coffee machine, and a sink with a modern faucet.

18. All New Fully Furnished Cozy Studio

Wallingford Center

Rick C.

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a dark sofa, a small side table, and a kitchen area with a refrigerator and microwave.

19. Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Cheshire

James P.

includes taxes & fees

7 Dec - 8 Dec

A large, white, multi-story building with a prominent tower and a flag on top.

20. Walk To Goodspeed Opera House!

East Haddam

Anonymous traveller

includes taxes & fees

7 Dec - 8 Dec

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Find holiday rentals that suit your style

Top Middlefield Hotel Reviews

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

Springhill Suites by Marriott Hartford Cromwell

Cromwell

8/10 Good

Timothy

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

Best Western Plus New England Inn & Suites

Berlin

10/10 Excellent

Geoffrey

A hotel lobby with a fireplace, seating area, and decorative wall sconces.

Delamar West Hartford

West Hartford

10/10 Excellent

AdamBlack

A modern hotel lobby with blue seating, wooden tables, and a large window providing a view of the outdoors.

Holiday Inn Express Hartford South - Rocky Hill by IHG

Rocky Hill

10/10 Excellent

Andrew

A hallway with a patterned carpet, a chandelier, and bookshelves on either side.

The Bevin House Bed & Breakfast

East Hampton

8/10 Good

Anonymous traveller

A hotel lobby with a reception desk, seating area, and a dining section.

Holiday Inn Express Southington by IHG

Southington

10/10 Excellent

Mark

Find out more about Middlefield

Everything you need to know about Middlefield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlefield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlefield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlefield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlefield. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlefield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlefield holiday rentals we have selected for you start as low as NZ$150 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlefield rentals

At Expedia, we put the best Middlefield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlefield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlefield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlefield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a holiday rental in Middlefield?

Yes, there are holiday rentals in Middlefield close to Lyman Orchards Corn Maze, or you can select a more secluded option if you're looking for a relaxing stay. Middlefield is known for its golf courses and waterfalls. Make sure you have time to check out the ski areas and restaurants during your trip.

What are some of the best holiday rentals that Middlefield has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Middlefield is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Middlefield?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Middlefield stay.

What’s there to see and do in Middlefield?

Lake Beseck Beach and Beseck Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Lyman Orchards and Powder Ridge Mountain Park and Resort.

What’s a holiday rental in Middlefield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middlefield. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for small groups.

Middlefield Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Middlefield holiday rentals

1. 2BR Apartment Near Wesleyan 301

2. 2BR Apartment Near Wesleyan 102

3. Family Stays: Middletown, CT

4. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

5. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

6. Fully Furnished 1BR Apartment

7. Newly Remodeled with deck. Close to town center

8. Brand New Platform #1

9. Once the old Schools house now a newly furnished Apartment

10. New Railside Residents

11. All New Studio apartment in center of town

12. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

13. Private Apartment in Berlin

14. 1 Queen Bed | Wethersfield

15. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

16. All New 1BR with tons of Charm

17. 2 Full Beds | Wethersfield

18. All New Fully Furnished Cozy Studio

19. Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

20. Walk To Goodspeed Opera House!

Find holiday rentals that suit your style

Top Middlefield Hotel Reviews

Springhill Suites by Marriott Hartford Cromwell

8/10 Good

Find out more about Middlefield

Middlefield holiday rentals: An excellent choice for every season

How to find incredible deals on Middlefield rentals

Frequently Asked Questions

Can I find a holiday rental in Middlefield?

What are some of the best holiday rentals that Middlefield has to offer?

How many holiday rentals are there in Middlefield?

What’s there to see and do in Middlefield?

What’s a holiday rental in Middlefield like?

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