
House holiday rentals in Guilford
Find and book unique houses on Airbnb
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 $89 SGD per night before taxes and fees

Verified guest reviews
Over 2,520 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 – averaging 4.9 out of 5!
Top-rated house rentals in Guilford
Guests agree: these houses are highly rated for location, cleanliness and more.

Spacious 5 BR Home near town
Spacious 5 Bedroom 2 story farmhouse in quiet neighborhood of Historic Guilford. Perfect for family gatherings, reunions, special occasions, traveling work crews, or a simple vacation getaway. There is ample room for everyone to relax and unwind. The kitchen is stocked with enough dinnerware and appliances for all Just 1 mile from town, the home offers easy access to I-95, New Haven, Yale Univ. and the scenic Connecticut shoreline. Hiking trails & local PYO Farm Market are a short walk away.
LocationFamilyBathroom

Gorgeous 3BR | Private Beach Access | Weekly Stays
Enjoy our newly remodeled 3 bedroom home with water views and a 250 foot walk to Limewood Beach with private beach access. Our home is a 5 minute walk to 5 restaurants and bars, and a 5 minute Uber ride to the train station. Enjoy swimming and boating in the warmer months, or take a stroll along the beach and collect shells and sea glass all year round. No matter which time of year you visit, you will appreciate the tranquility of the ocean and will feel completely relaxed during your stay.
ValueFamilyAir conditioning

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
PETS ALLOWED! Spectacular unobstructed Long Island Sound views year-round, out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes to wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.
FamilyLocationIndoor spaces

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.
FamilyLocationLayout

Picturesque Waterfront Villa
Spectacular location! Bring your whole family to a dream spot right on the water! Enjoy the best view from the open kitchen + living room. Don’t forget about the deck. Stocked kitchen with everything you could need. Entertain yourself with large flat screen TVs and Roku streaming devices. The king bedroom faces the water with an extra wide window. A yard for the kiddos. Take the steps down to the bay. We have beach towels for you. Plenty of parking. Serious wifi. You may not want to leave.
FamilyLocationComfort

The Lighthouse: Beach Cottage Getaway 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!
FamilyLocationCheck-in

Steps to Beach • Hot Tub • Game Room • Water Views
Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.
FamilyLocationAmenities

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.
FamilyValueNearby

Purple Button Factory Sleeps 8, Walk to Town Green
Close to CT shoreline. 4 bdrm, 2 bath, 2,200 sq ft home on dead-end street, across from Meadow River, tidal marsh. Great bird-watching! Mid-week specials. Walk to Guilford Town Green, restaurants, shopping. Fully-equipped kitchen. Wood-burning fireplace. Clean, airy, peaceful space. Eclectic art & beach-comber decor. Large back yard with fire pit. Deck for functions, family gatherings, relaxing. Historic property was once a button factory! Original chestnut, wide-board floors.
LocationFamilyBack garden

Beach Sanctuary on the Long Island Sound
Kick back and relax in this stylish, retro, newly renovated coastal oasis with beach access & stunning views of the Long Island Sound. You can enjoy bird watching in the backyard garden in the spring, swimming and fishing at the private association beach in the summer, and leaf-peeping in the fall. The Beach Sanctuary is located in charming, historic Guilford CT, minutes from the town green, train station, local restaurants, and shopping as well as 20 minutes from New Haven and Yale.
LocationFamilyWalkability

Amazing 2BR Riverfront Gem
Unwind at this happy getaway on the river. Extremely comfortable house with amazing views in a peaceful neighborhood. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, music, and lots more.
FamilyLocationLayout

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
FamilyLocationSleep quality
Popular amenities for house rentals in Guilford
House rentals with a pool

Serene + private ~ 8 mins to Main Street + beaches
FamilyLocationParking

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
ValueFamilyOutdoor spaces

Breathtaking home with unforgettable views & pool!
FamilyValuePool

Casino Stay & Play House w/Hot Tub, Game Room
ValueLocationBack garden

FREE Private Indoor Heated Pool - Mystic Home
FamilyLocationAir conditioning

Stunning Views, Bucolic Bliss in 1790s Farmhouse
LocationValueGrill

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos
FamilyLocationHospitality

Sprawling Hamptons Estate with Hot Tub & Amenities
FamilyLocationWifi
Weekly house rentals

Guilford shoreline private home
LocationFamilyParks

Entire home - Cheerful 4 bedroom on the shoreline.
LocationFamilyIndoor spaces

Coastal Farmhouse walking distance to town
LocationFamilyComfort

Perfect Cape Beach Cottage in Madison CT!
FamilyValueComfort

Mulberry Seaside Cottage
FamilyLocationAccuracy

3BR Waterfront Oasis on Joshua Cove, Private Beach
ValueFamilyPets

Coastal Getaway on Marsh Near Beach, Town, Trails
LocationFamilyLayout

The Davis House
ValueFamilySleep quality
Private house rentals

Edwin Leete House
LocationFamilyGetting around

Cozy beach cottage close to everthing
LocationFamilyAir conditioning

Breathtaking Panoramic Waterfront
FamilyLocationCleanliness

Tiny home one block from the town green.
FamilyValueParking

The Connecticut Cottage | Historic Modern Charm
ValueFamilyHospitality

The Gait House at High Gait Farm
FamilyLocationAccuracy

Boulder Lake House Retreat
LocationFamilyKitchen

Quarry House: Mid-Century Modern
LocationFamilyNearby
When is the best time to visit Guilford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $348 SGD | $348 SGD | $348 SGD | $431 SGD | $456 SGD | $443 SGD | $437 SGD | $509 SGD | $400 SGD | $400 SGD | $369 SGD | $386 SGD |
| 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 |
Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Thunder Ridge Ski Area
- Ocean Beach Park
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Sunken Meadow State Park
- University of Connecticut
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Sherwood Island State Park
- Ski Sundown
- Orient Beach State Park
- Meschutt Beach
- Ditch Plains Beach





