Book Holiday Homes in Guilford

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Featured Holiday Homes in Guilford

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 ...
Opens in a new windowThe SandPiper
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12  Linens Included

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Old Saybrook
Stay at this vacation home in Old Saybrook. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chalker Beach and Harvey's Beach are located ...
Opens in a new windowOceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay

3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay

Middletown
The price is NZ$493 per night from 28 Oct to 29 Oct
NZ$493
28 Oct - 29 Oct
includes taxes & fees
Stay at this vacation home in Middletown. Enjoy laundry facilities and air conditioning. Popular attractions Kidcity Children's Museum and General Mansfield ...
Opens in a new window3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay
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McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale

West Haven
Book a stay at this family-friendly vacation home in West Haven. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Cullman-Heyman ...
Opens in a new windowMcAngel Haven: 5 mins from Yale
Large Charming Historic House close to Beaches

Large Charming Historic House close to Beaches

Clinton
Stay at this vacation home in Clinton. Enjoy a garden, laundry facilities, and patios. Popular attractions Adam Stanton House and General Store Museum and Indian ...
Opens in a new windowLarge Charming Historic House close to Beaches
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

New Britain
The price is NZ$436 per night from 10 Nov to 11 Nov
NZ$436
10 Nov - 11 Nov
includes taxes & fees
Stay at this vacation home in New Britain. Enjoy a fitness center, laundry facilities, and air conditioning. Popular attractions New Britain Stadium and New ...
Opens in a new windowClean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds
Cozy dog friendly updated house in quiet village adjacent to park

Cozy dog friendly updated house in quiet village adjacent to park

Northford
Book a stay at this family-friendly vacation home in Northford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Gouveia Winery and Paradise ...
Opens in a new windowCozy dog friendly updated house in quiet village adjacent to park
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 ...
Opens in a new windowCozy 3 bedroom minutes from Yale and the beach
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 vacation home in Old Lyme. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Lyme Academy of Fine Arts and ...
Opens in a new windowBeachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!
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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
553 Holiday Homes
Lowest Price
NZ$137
Highest Price
NZ$493
Popular accommodation
The SandPiper , Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included, 3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay, McAngel Haven: 5 mins from Yale, Large Charming Historic House close to Beaches, Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds, Cozy dog friendly updated house in quiet village adjacent to park, Cozy 3 bedroom minutes from Yale and the beach, Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!

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$228 per night from 28 Oct to 29 Oct
NZ$228
28 Oct - 29 Oct
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 ...
Opens in a new windowSpark by Hilton Guilford
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St, Branford, CT
Fully refundable
The price is NZ$137 per night from 26 Oct to 27 Oct
NZ$137
26 Oct - 27 Oct
includes taxes & fees
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowMotel 6 New Haven - Branford, CT
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is NZ$196 per night from 16 Nov to 17 Nov
NZ$196
16 Nov - 17 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowHoliday Inn Express Southington by IHG
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Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road, Milford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$152 per night from 4 Nov to 5 Nov
NZ$152
4 Nov - 5 Nov
includes taxes & fees
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Silver Sands State Park ...
Opens in a new windowMotel 6 Milford, CT
Don't see what you're looking for?
See all available properties in Guilford
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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.