
House holiday rentals in Guilford
Find and book unique houses on Airbnb
Top-rated house rentals in Guilford
Guests agree: these houses are highly rated for location, cleanliness and more.

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 youāre 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!

Beach Cottage by the Sea
Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

Q River House - 2 bdrm, minutes from Yale/Downtown
Q River House: newly remodeled two bedroom home in the historic Fair Haven neighborhood, conveniently located minutes from downtown New Haven and Yale. Take in river views with your morning coffee on the front porch and relax on the large and private back deck. Enjoy one of the cityās many fine restaurants or cook for yourself in the fully appointed modern kitchen. This riverfront home has been lovingly decorated with attention to style and comfort, and features off-street driveway parking.

Connecticut Chalet: Winter Nights by the Fire
Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains itās original 1960ās charm while boasting thoughtful modern touches and intentional functionality.

āThe Lighthouseā 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!

Waterside Beach Retreat
Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.

Westville Schoolhouse by Stephanie and Damian
The beautiful "School House" sits in the heart of Westville, New Haven's most artsy and eclectic neighborhood. The "School House" is a 15 minute walk to the Westville Concert bowl, and the Yale Football stadium for an easy commute to a concert or game. Just a one minute walk to the center of Westville you will find Lotta's artist studio, Bella's restaurant, RAWA, Pistachio Coffee and Manjares Tapas & Wine, as well as the famous Camacho Garage restaurant amongst other attractions.

Cozy Comforts!
Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and youāll be in our stateās capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You donāt want to miss this one!

Charming home, easy access to everything Branford
Full home, comfortable and very well equipped. Private fenced in backyard with patio dining area. Off-street (driveway) parking. Short Walk to the Shoreline Greenway trail. Less than a mile to downtown, parks, beaches, restaurants, marina, Stoney Creek Brewery. Near event venues, The Owenego and Pine Orchard club. Close to New Haven. Family(kid) Friendly home with private fenced in backyard with patio dining area. Equipped with Pack N Play, highchair, booster seat, etc

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. Youāll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Family Stays, CT
Centrally Located Cozy Family Vacation Home: Just 1.2 miles from Wesleyan University, our welcoming home is an ideal choice for families, solo travelers, couples, professionals, business travelers, and almost anyone. Whether you're here to explore Middletown or the surrounding Connecticut towns, you'll have the entire property to yourself for a comfortable and enjoyable stay.

Modern Farmhouse with Hot Tub in Old Lyme, CT
Originally built in 1856 this farmhouse has been lovingly restored with stylish and modern amenities for a perfect vacation getaway. Nestled in the heart of downtown, historic Old Lyme the property is convenient to shops, restaurants and local shoreline activities including water sports and hiking.
Popular amenities for house rentals in Guilford
House rentals with a pool

Casino Wine Down House with Winter Igloo

Breathtaking home with unforgettable views & pool!

Private & Pristine with Pool and Kidās Playard

East Hampton Home: Heated Pool, Gym, Fully Fenced

Modern East Hampton Home w/ Heated Saltwater Pool

Hilltop House w/POOL/SPA- HOST & Co.

Private oasis~1 block to water, 5 mins to Main St.

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Weekly house rentals

Charming 2BR Beach House, Overlooking the Water

Boulder Lake House Retreat

Coastal Farmhouse walking distance to town

Private Entire Home ⢠Close to New Haven & Shore

Stylish Modern Home, 4-Bedroom, Madison CT

3BD Hot Tub Bliss | 10 min to Downtown + Yale

Private Barn Retreat Nestled In Nature

Marina Chic: Bright Seaside Gem
Private house rentals

Edwin Leete House

Historic Home on the Harbor!

The Davis House

Whispering Meadow House

Beautiful 3 bedroom shoreline house

New England shoreline charm, private beach access

Cozy 3BR ! Pet-friendly haven. Book now!

Coast and Country Private Estate
When is the best time to visit Guilford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £185 | £136 | £199 | £199 | £222 | £288 | £256 | £298 | £234 | £234 | £216 | £226 |
| 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 |
Quick stats about house rentals in Guilford

Total holiday rentals
Explore 50 holiday rentals in Guilford

Nightly prices starting at
Guilford holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 3,080 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Guilford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Guilford rentals

4.9 Average rating
Guilford stays are highly rated by guests ā averaging 4.9 out of 5!
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- House rentalsĀ Connecticut
- House rentalsĀ United States
- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Cooper's Beach, Southampton
- Thunder Ridge Ski Area
- Southampton Beach
- Ocean Beach Park
- Sunken Meadow State Park
- Mohegan Sun
- 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
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- Ski Sundown
- Compo Beach
- Orient Beach State Park
- East Hampton Main Beach
- Meschutt Beach
- Ditch Plains Beach
- Wƶlffer Estate Vineyard




