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.

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Guest favourite
A charming two-story farmhouse is surrounded by well-maintained greenery. The white exterior is complemented by dark shutters and a stone chimney. Steps lead to a welcoming front entrance, while manicured bushes and trees provide a natural border around the property.
Home in Guilford
4.83 out of 5 average rating, 126 reviews

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

Guest favourite
A sandy pathway leads to a private beach, marked by a wooden fence with a sign reading 'PRIVATE BEACH.' A tranquil water view features a distant island and gentle waves under a partly cloudy sky.
Home in Branford
4.86 out of 5 average rating, 214 reviews

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

Top guest favourite
A serene view of the Long Island Sound showcases several sailboats gently drifting on the blue water. The scene is framed by a simple fence and grassy area, with a clear blue sky above, creating a peaceful coastal atmosphere.
Home in New Haven
4.98 out of 5 average rating, 234 reviews

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

Top guest favourite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in Mattituck
4.93 out of 5 average rating, 136 reviews

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

Guest favourite
A wide view of Long Island Sound is captured from a private deck, featuring tranquil water and distant boats on the horizon. A white railing frames the scene, while greenery and a flagpole are visible in the foreground, indicating a peaceful outdoor setting.
Home in Guilford
4.9 out of 5 average rating, 21 reviews

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

Top guest favourite
An open-concept kitchen and living space features modern appliances and a wood-topped island with seating for three. Light cabinets and blue walls create a bright environment, while a hallway visible in the background leads to the entrance of the cottage.
Home in Branford
4.98 out of 5 average rating, 256 reviews

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

Top guest favourite
Home in Branford
4.99 out of 5 average rating, 110 reviews

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

Guest favourite
A historic New England home features a classic white exterior with multiple windows. Surrounding greenery includes mature trees and a well-maintained lawn. The side of the house provides a glimpse of a separate structure, enhancing the spacious outdoor area.
Home in Clinton
4.96 out of 5 average rating, 226 reviews

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

Guest favourite
A bright kitchen space is highlighted by pale blue cabinetry and rich wooden countertops. A wooden table with chairs sits at the center, adorned with a vase of flowers. Large windows allow natural light to illuminate the area, enhancing its inviting feel.
Home in Guilford
4.75 out of 5 average rating, 165 reviews

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

Guest favourite
A spacious living area features large windows that allow natural light to fill the room. Neutral-coloured furnishings, including a sectional sofa and a sleek wooden TV console, create an inviting space. Decorative elements, such as a geometric wall art piece, enhance the modern aesthetic.
Home in Guilford
4.93 out of 5 average rating, 61 reviews

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

Guest favourite
A charming stone exterior is visible, featuring a private entrance with a sliding glass door. The path is made of stone, surrounded by a well-maintained lawn. In the background, sitting areas and greenery are discernible, enhancing a serene outdoor experience.
Home in Clinton
4.92 out of 5 average rating, 190 reviews

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

Guest favourite
A comfortable living area features a light-colored sofa accompanied by two lamps on side tables. A textured area rug lies beneath a coffee table, while natural light filters through multiple windows, creating a bright and open space. A dining area is visible in the background.
Home in Branford
4.93 out of 5 average rating, 142 reviews

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

When is the best time to visit Guilford?

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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
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