Holiday rentals in Wallingford

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Wallingford

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Guest suite in New Britain

4.92 out of 5 average rating, 131 reviews

Clean, Quiet and Safe w/Amenities to spare!

This newly renovated in-law apartment (basement) has a private entrance and Ring security protection in the quaint, quiet neighborhood bordering Berlin/New Britain. Come relax, enjoy biking trails, local restaurants and public parks. Renovated with attention to detail, this place has all the comforts of home. Includes two flat screen TVs in bedroom and living room with Fire sticks (cable/movies), two fireplaces and granite vanity & breakfast bar. Working professionals get 10% off long term stays

10–17 Aug

€ 119 per night

Guest favourite

Home in Wallingford

5.0 out of 5 average rating, 18 reviews

New England Charmer

15 mins outside the hustle of New Haven and Yale you'll find a family friendly escape in this newly renovated colonial just steps from historic Main St. 1/2 mile walk to Choate Rosemary Hall. 5 min drive to Quinnipiac University North Haven Campus. 1 min walk to the Wallingford Family YMCA and Doolittle Park just across the street with lit tennis courts, basketball, baseball and playground. Don't miss the Garden Market on Saturdays! Or stay home and watch the birds from the kitchen window seat.

29 Dec – 5 Jan

€ 342 per night

Guest favourite

Home in North Haven

5.0 out of 5 average rating, 123 reviews

Luxury Stay in Expansive Historical Home

The Bassett House, originally built in 1802, this large historic farmhouse was elegantly remolded in 2018. North Haven, CT is centrally located and just minutes from Yale, Quinnipiac, UNH, and SCSU as well as shopping, the best restaurants, hiking trails state parks and beaches, and many local attractions including various vineyards. If you’re planning a business trip or a gathering for family or friends, then our home can provide you with an exceptional level of comfort during your time in CT!

2–9 Feb

€ 790 per night

Guest favourite

Guest suite in Wallingford

5.0 out of 5 average rating, 496 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.

17–24 Feb

€ 93 per night

Guest favourite

Apartment in Middletown

4.97 out of 5 average rating, 101 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

20–27 Nov

€ 138 per night

Guest favourite

Guest suite in Northford

5.0 out of 5 average rating, 11 reviews

Private Bright Studio Retreat with kitchen

Forget your worries in this spacious and serene space. This inviting space offers a haven of natural light, providing a warm and welcoming atmosphere throughout the day. Whether you're seeking a cozy hideaway, an inspiring workspace, or a versatile entertainment area, this basement retreat offers endless possibilities to suit your lifestyle. With its thoughtfully planned layout and attention to detail, you'll find comfort and serenity beneath the surface in this unique and inviting space.

8–15 Aug

€ 107 per night

Guest favourite

Guest house in Wallingford

5.0 out of 5 average rating, 70 reviews

The Garden Loft - A Charming Choate Stay

Welcome to The Garden Loft! Located in the heart of downtown Wallingford, CT. This traditional and historic New England carriage house has been completely renovated in the summer of 2022 into a peaceful, cozy, bright & airy loft. We are a 3 minute walk from downtown where you will find a variety of restaurants, bars, a brewery & only 1 mile from from Choate Rosemary Hall. A 15 minute drive to Yale University & downtown New Haven. Get ready to relax, get cozy & enjoy The Garden Loft!

22–29 Nov

€ 248 per night

Guest favourite

Tiny home in Guilford

4.94 out of 5 average rating, 202 reviews

Stay in a Tiny House on a Small Sustainable Farm

Come stay in a tiny house on our sustainable farm! Tucked behind an unassuming neighborhood, feel your cares drop away as you drive down the long gravel driveway and our bucolic 8 acres open in front of you. We have goats, ducks and chickens. Hike, swim, kayak, play with goats, have a picnic or just plain relax. There are so many possibilities. The tiny house has AC/heat, wifi, full kitchen, full bath and a queen sized bed in the loft. Get away from it all here at Waystone Farm.

4–11 Oct

€ 189 per night

Guest favourite

Flat 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!

4–11 Sep

€ 150 per night

Guest favourite

Cottage in Middlefield

4.93 out of 5 average rating, 229 reviews

Lake Beseck cottage

Very comfortable 1 bedroom cottage 200 yards from the lake. Large bathroom with shower, heated floors and laundry. Full kitchen, living room with sofa and TV and wifi. Bedroom has a long double Tempurpedic bed. Finished porch with dining table/ chairs and a desk/work area. Microwave, coffee maker, toaster, toaster oven, Patio with gas grill, popcorn air popper, rice and vegetable steamer. WIFI printer. Pack and play upon request. Washer and dryer, hair dryer.

15–22 Jan

€ 193 per night

Guest favourite

Flat in Wallingford

4.86 out of 5 average rating, 21 reviews

Sweet Sparkling Clean Boho 1 bedroom

One bedroom, 3rd story apartment, completely separate, with its own entrance. Comes with a single off street parking space. Centrally located in downtown Wallingford. Close to shops, restaurants and bars. Also within a couple of miles of the Toyota Oakdale Theatre. If you are looking for a place to come and party for the night, this is not a good space for you. This is a quiet building with the landlord on premise. We do welcome fur babies under 50 pounds.

21–28 Aug

€ 92 per night

Guest favourite

Flat in Brookfield

4.94 out of 5 average rating, 183 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

26 Sep – 3 Oct

€ 131 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Wallingford holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Wallingford's top sights

Toyota Oakdale Theatre11 locals recommend

Walmart Supercenter12 locals recommend

Northford Ice Pavilion3 locals recommend

Holiday Cinemas Stadium 145 locals recommend

Neil's Donuts4 locals recommend

Westbrook Lobster3 locals recommend

Other great holiday rentals in Wallingford

Guest favourite

Guest suite in Cheshire

4.94 out of 5 average rating, 31 reviews

Cozy & Private Studio Suite

24 Sep – 1 Oct

€ 98 per night

Guest favourite

Guest suite in Durham

4.84 out of 5 average rating, 19 reviews

Spacious Studio in quiet neighborhood.

29 Jun – 6 Jul

€ 128 per night

Guest favourite

Home in Haddam

5.0 out of 5 average rating, 73 reviews

Cozy Comforts!

6–13 Dec

€ 138 per night

Guest favourite

Flat in Hamden

4.86 out of 5 average rating, 14 reviews

Welcoming & Clean Condo near Hamden Shopping

16–23 Nov

€ 124 per night

Guest favourite

Flat in Wallingford

4.93 out of 5 average rating, 30 reviews

Simple Studio: Near Choate & All CT Cities

27 Sep – 4 Oct

€ 119 per night

Superhost

Home in Wallingford

4.91 out of 5 average rating, 23 reviews

Spacious 4Bd/2Ba Family Friendly Home. Sleeps 10

28 Nov – 5 Dec

€ 464 per night

Superhost

Flat in Wallingford

4.83 out of 5 average rating, 29 reviews

Central & Chic Apt Sleeps 7

18–25 Jun

€ 553 per night

Guest favourite

Farm stay in Glastonbury

5.0 out of 5 average rating, 50 reviews

Historic Farmhouse by the River (Duplex)

16–23 Nov

€ 136 per night

Show all

Quick stats about holiday rentals in Wallingford

Total rentals	50 properties
Rentals with dedicated workspaces	40 properties have a dedicated workspace
Pet-friendly rentals	20 properties allow pets
Family-friendly rentals	10 properties are a good fit for families
Total number of reviews	1.6K reviews
Nightly prices starting at	€ 28 before taxes and fees

Holiday rentals in Wallingford

Top-rated holiday rentals in Wallingford

Guest suite in New Britain

Home in Wallingford

Home in North Haven

Guest suite in Wallingford

Apartment in Middletown

Guest suite in Northford

Guest house in Wallingford

Tiny home in Guilford

Flat in Middletown

Cottage in Middlefield

Flat in Wallingford

Flat in Brookfield

Holiday rentals for every style

Houses

Flats

Hotels

Popular amenities for Wallingford holiday rentals

Stay near Wallingford's top sights

Other great holiday rentals in Wallingford

Guest suite in Cheshire

Guest suite in Durham

Home in Haddam

Flat in Hamden

Flat in Wallingford

Home in Wallingford

Flat in Wallingford

Farm stay in Glastonbury

Quick stats about holiday rentals in Wallingford

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore