Book Holiday Homes in Guilford

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Featured Holiday Homes in Guilford

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Branford
Book a stay at this beach vacation home in Branford. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Double Beach and Stony Creek Brewery ...
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Shoreline Oasis

Shoreline Oasis

Clinton
The price is NZ$444 per night from 5 Sept to 6 Sept
NZ$444
5 Sept - 6 Sept
includes taxes & fees
Stay at this vacation home in Clinton. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Hammonasset Beach State Park and Indian ...
Shoreline Oasis
Cozy 3 bedroom minutes from Yale and the beach

Cozy 3 bedroom minutes from Yale and the beach

West Haven
Stay at this vacation home in West Haven. Enjoy free WiFi, private pools, and air conditioning. Popular attractions Sandy Point Beach and New Haven Harbor are ...
Cozy 3 bedroom minutes from Yale and the beach
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Another rental season is coming up.

Another rental season is coming up.

Southold
Stay at this vacation home in Southold. Enjoy free WiFi, private pools, and a garden. Popular attractions The Old Field Vineyards and Sparkling Pointe are located ...
Another rental season is coming up.
Grammy's Lake House w/ Private Waterfront Access

Grammy's Lake House w/ Private Waterfront Access

East Hampton
Stay at this vacation home in East Hampton. Enjoy laundry facilities. Popular attractions Lake Terramuggus and Day Pond State Park are located nearby.
Grammy's Lake House w/ Private Waterfront Access
NORTHFORK COTTAGE with POOL & HOT TUB

NORTHFORK COTTAGE with POOL & HOT TUB

4 out of 5
Peconic
Stay at this 4-star vacation home in Peconic. Enjoy free WiFi, private pools, and a garden. Popular attractions Sannino's Bella Vita Vineyard and Goldsmith's ...
NORTHFORK COTTAGE with POOL & HOT TUB
The SandPiper

The SandPiper

Greenport,
Stay at this vacation home in Greenport. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Railroad Museum of Long Island and East End Seaport ...
The SandPiper
Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!

Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!

Old Lyme
Book a stay at this beach apartment in Old Lyme. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Lyme Academy of Fine Arts and Rocky ...
Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

Guilford Center
Book a stay at this family-friendly vacation home in Guilford. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Chaffinch Island State Park ...
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Guilford Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Guilford vacation homes are the perfect way for you to wing it.

Holiday houses in Guilford let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Guilford in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Guilford adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Guilford with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Guilford vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Guilford Holiday Homes essential information

Accommodation
612 Holiday Homes
Lowest Price
NZ$187
Highest Price
NZ$444
Popular accommodation
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub , Shoreline Oasis, Cozy 3 bedroom minutes from Yale and the beach, Another rental season is coming up., Grammy's Lake House w/ Private Waterfront Access, NORTHFORK COTTAGE with POOL & HOT TUB, The SandPiper , Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!, Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

Top trending hotels in Guilford

Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 out of 5
300 Boston Post Rd, Guilford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$246 per night from 31 Aug to 1 Sept
NZ$246
31 Aug - 1 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Guilford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Spark by Hilton Guilford
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is NZ$263 per night from 24 Aug to 25 Aug
NZ$263
24 Aug - 25 Aug
includes taxes & fees
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Cambria Hotel New Haven University Area
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
The price is NZ$187 per night from 10 Aug to 11 Aug
NZ$187
10 Aug - 11 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Best Western Executive Hotel Of New Haven - West Haven
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Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
The price is NZ$310 per night from 24 Aug to 25 Aug
NZ$310
24 Aug - 25 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Omni New Haven Hotel at Yale
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.