
Holiday rentals in Wallingford
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Top-rated holiday rentals in Wallingford
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Amazing views of the Brass City
East Mountain Views at its finest. This clean, 3-bedroom updated ranch is centrally located to highways and shopping centers. Walk out to the back deck and experience some of the best views of Waterbury including Fireworks from the back deck (July). Wi-Fi/cable, central AC/hot air, washer/dryer, and patio furniture/grill (seasonal) are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey) are provided. This house is truly relaxing and will feel like home.

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
Looking for privacy, seclusion, and direct access to Sleeping Giant State Park right from your back yard? Then look no further! Entire Mid Century home centrally located to many great attractions and colleges. Featuring an open floor plan characterized by large glass windows and open space featuring simplicity and an integration with nature. Access to I-91 or Rt15 are both about 1 mile away, with Yale University and Downtown New Haven about a 20 minute drive. Farmington Canal bike trail-.5 miles

Guesthouse Farm Stay
Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

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!

Modern Downtown Stay Near Yale • Rooftop • Gym
Come and stay at this luxury, modern one-bedroom apartment just steps away from Yale! With Broadway just around the corner and some of New Haven’s best Pizza a stone’s throw away you’d be hard-pressed to find a better location for your stay. Enjoy cooking up a nice dinner at home one night using the fully-equipped kitchen provided. Spend the evening on the rooftop terrace watching the sunset over the city skyline before tucking in for the night. Use the downstairs gym for a morning workout.

Anchors' Away-
Welcome to your private lakefront sanctuary. Have the chance to make memories whether it is by fishing on either of the two docks? or the chance to kayak to explore the lake. Completely renovated with comfort and style in mind, this waterfront getaway offers panoramic lake views and direct water access. Start your mornings with coffee on one of the two private docks watching the sunrise. Unwind each evening on the patio all decked out with restful seating and a chance to watch the fireflys.

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Cozy & Private Studio Suite
Quiet and private in-law suite. Located close to the center of Cheshire, convenient to Route 10, I-691, and Route 15. Near to grocery stores, great restaurants, and shopping centers. 15 minute drive to Toyota Oakdale Theater, 20 minute drive to Lake Compounce Amusement and Water Park, and 30 minute drive to Yale University, Museums, and downtown New Haven. A slightly longer drive will take you to to the beautiful shoreline, Hammonasset Beach State Park, Foxwoods and Mohegan Sun Casinos!

“The Lighthouse” A Beach Cottage by the Sea!
Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

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!

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.

Wintergreen Gardens Suite @ William Becroft House
LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private 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. I am not responsible for wifi.
Popular amenities for Wallingford holiday rentals
Other great holiday rentals in Wallingford

The Durham - Circa 1900s Dairy Farm

Gallery Suite with queen bed and private bath

The Haven House - 12 min to Yale!

Home away from home (2 bedrooms, 2 beds)

Modern cozy, pet friendly

Guilford Field House

Newly Restored Cottage on River

Backyard Tiny House in the Woods
When is the best time to visit Wallingford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹11,037 | ₹11,865 | ₹11,497 | ₹10,301 | ₹11,865 | ₹11,865 | ₹10,393 | ₹10,301 | ₹10,301 | ₹10,485 | ₹11,037 | ₹11,037 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Frequently Asked Questions
How much does it cost to stay in house rentals in Wallingford?
Experience the best of Wallingford with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Wallingford?
Yes! Work meets play with ease at over 40 vacation rentals in Wallingford featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Wallingford?
Wallingford has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Wallingford?
Four-legged friends are welcome in Wallingford. Choose from more than 20 vacation rentals for guests traveling with pets.
Do apartment rentals in Wallingford have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Wallingford. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Wallingford have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Wallingford. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Wallingford

Total holiday rentals
Explore 60 holiday rentals in Wallingford

Nightly prices starting at
Wallingford holiday rentals start at ₹2,759 per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Wallingford holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Wallingford rentals

4.7 Average rating
Wallingford stays receive an average rating of 4.7 out of 5 from guests
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- Yale University
- Foxwoods Resort Casino
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- Six Flags New England
- Cooper's Beach, Southampton
- Thunder Ridge Ski Area
- Southampton Beach
- Ocean Beach Park
- Sunken Meadow State Park
- Mohegan Sun
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Long Island Aquarium
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Mount Southington Ski Area
- Yale University Art Gallery
- Sherwood Island State Park
- Sleeping Giant State Park
- Ski Sundown
- Compo Beach
- Orient Beach State Park
- East Hampton Main Beach




