
House vacation rentals in Guilford
Find and book unique houses on Airbnb
Quick stats about house rentals in Guilford

Total vacation rentals
Explore 50 vacation rentals in Guilford

Nightly prices starting at
Guilford vacation rentals start at $70 per night before taxes and fees

Verified guest reviews
Over 2,520 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Guilford vacation rentals include wi-fi 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.

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.

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.

Mulberry Seaside Cottage
Enjoy direct water views any time of year in this cozy cottage. Relax on the generous porch swing, eat dinner overlooking the water, watch the sunset on the secret waterfront terrace, and stay active kayaking, biking, and swimming. The large backyard is great for yard games. In the cooler months, cozy up to the outdoor gas fire or inside with a book while watching a stunning winter sunset over the water. Minutes to the charming Guilford green, restaurants, Yale University and train station.

“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!

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.

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.

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.

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.

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

Tiny home one block from the town green.
This special place is close to everything, The town green is one street over with local shops and restaurants. Walking distance to the train station, town marina, and the Guilford beach. It's a small home suitable for 2 people at the most. The bathroom is very small with a very small sink but a full size shower. AC/heat, wifi, full kitchen, shower, full size bed in a quiet private setting.

Guilford Field House
Enjoy a wonderful guest house with all the amenities on a historic property in Guilford, Connecticut. The main house built in 1779 extends its character to the guest house which has views of an open field. On property there is a working restored horse barn. We are minutes to the spectacular downtown area of Guilford and easy access to Durham, Madison, and other surrounding towns and highways!
Popular amenities for Guilford house rentals
House rentals with a pool

Walk to Casino with POOL+HOT TUB

Breathtaking home with unforgettable views & pool!

Modern farmhouse w/ pool, beach, horses and winery

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

Secluded Farmhouse - Studio Apartment Style Unit

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

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

Private Oasis W/Stunning Vinyard and Pool Views
Weekly house rentals

Coastal Getaway on Marsh Near Beach, Town, Trails

Fortune Retreat

The Davis House

Guilford cozy in-law apt with private entrance

Field of Dreams Hot Tub - Fire Pit Retreat

The Connecticut Cottage | Historic Modern Charm

Entire home - Cheerful 4 bedroom on the shoreline.

5* Branford Cottage with access to Owenego Club.
Private house rentals

Perfect Cape Beach Cottage in Madison CT!

Purple Button Factory Sleeps 8, Walk to Town Green

Coastal Getaway - walk to town and waterfront

Whispering Meadow House

Picturesque Waterfront Villa

Coastal getaway with water views in every room

Historic Coastal Home • Marsh Views • Pet-Friendly

Private Entire Home • Close to New Haven & Shore
When is the best time to visit Guilford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $275 | $275 | $275 | $340 | $360 | $350 | $345 | $402 | $316 | $316 | $291 | $305 |
| Avg. temp | 31°F | 33°F | 40°F | 50°F | 60°F | 70°F | 76°F | 74°F | 68°F | 56°F | 46°F | 37°F |
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