
House holiday rentals in Guilford
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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.

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.

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.

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.

Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

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 it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

“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.

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.

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 you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t 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

Oceanfront Beach House w/ Private Hot Tub
Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.
Popular amenities for house rentals in Guilford
House rentals with a pool

Private Oasis W/Stunning Vinyard and Pool Views

Breathtaking home with unforgettable views & pool!

Beach Barn w/ Heated Pool & Sauna - Dog Friendly

Hilltop House/HOST &Co.

Serene | Pool | 1 block to waterfront dining

Amazing Home close to Everything -

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

Exclusive Sag Harbor Compound
Weekly house rentals

Cozy beach cottage close to everthing

Charming 2BR Beach House, Overlooking the Water

Boulder Lake House Retreat

New England shoreline charm, private beach access

Beautiful 3 bedroom shoreline house

Purple Button Factory Sleeps 8, Walk to Town Green

5 Star Branford Cozy Cottage Steps from the Beach

Private Barn Retreat Nestled In Nature
Private house rentals

White Bird Beachfront. Dock available extra.

Quarry House: Mid-Century Modern

Private Entire Home • Close to New Haven & Shore

Ideal Historic Home in Essex Village

Marina Chic: Bright Seaside Gem

The Doll House

Guilford Beach Cottage

Relax by the River | Branford Waterfront Home
When is the best time to visit Guilford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $319 SGD | $234 SGD | $343 SGD | $343 SGD | $383 SGD | $495 SGD | $440 SGD | $513 SGD | $403 SGD | $403 SGD | $371 SGD | $389 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 |
Quick stats about house rentals in Guilford

Total holiday rentals
Explore 60 holiday rentals in Guilford

Nightly prices starting at
Guilford holiday rentals start at $89Â SGD per night before taxes and fees

Verified guest reviews
Over 2,490 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 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!
Destinations to explore
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- Pocono Mountains Holiday rentals
- Rentals with a fireplace Guilford
- Rentals with beach access Guilford
- Rentals with outdoor seating Guilford
- Rentals with a firepit Guilford
- Rentals with a patio Guilford
- Waterfront rentals Guilford
- Pet-friendly rentals Guilford
- Family-friendly rentals Guilford
- Rentals with a washing machine and dryer Guilford
- House rentals Connecticut
- House rentals United States
- Yale University
- Cooper's Beach, Southampton
- Thunder Ridge Ski Area
- Fairfield Beach
- Southampton Beach
- Ocean Beach Park
- Mohegan Sun
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Mystic Seaport Museum
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Sleeping Giant State Park
- Long Island Aquarium
- Mount Southington Ski Area
- Compo Beach
- Amagansett Beach
- Sherwood Island State Park
- Ocean Beach
- Ski Sundown
- University of Connecticut
- Orient Beach State Park
- Mystic Aquarium
- Wölffer Estate Vineyard




