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Guilford Vacation Rentals

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Vacation Rentals in Guilford

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
Outdoor pool, a heated pool
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
10.0 out of 10, Exceptional, (23)
"This was a great spot to stay with friends, with great separate living areas and a great central living room to gather. The location is minutes from downtown Guilford and was very convenient to do and see everything. I would not recommend bringing small children because there is so much beautiful artwork all around the house, but it’s a beautiful retreat for older kids/teens and adults! "
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
Seaside Serenity: Relaxation by Jacob's Beach
Miscellaneous
Seaside Serenity: Relaxation by Jacob's Beach
9.2 out of 10, Wonderful, (29)
"Pros: Close to town Nicely appointed. Lots of common space. Nice neighborhood Attached 3 season porch Cons: Yard needs Maintenace; overgrown shrubs and weeds, some make it difficult to see leaving driveway and use sidewalk as well as getting to trash/recycle area ants in kitchen "
Seaside Serenity: Relaxation by Jacob's Beach
New Haven Village Suites
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1955)
"Breakfast buffet had one tiny yogurt cup, sausage patties and potato cubes, no eggs…. Even hard boiled. Just say very limited breakfast included. "
The price is CA $138
CA $158 total
includes taxes & fees
Dec 1 - Dec 2
New Haven Village Suites
Cliffside Resort Condominiums
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (205)
"Beautiful accommodations, friendly staff Excellent communication and very clean "
Cliffside Resort Condominiums
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Miscellaneous
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
70 Year old cottage on 2.8 acres, stunning views and sunsets
Interior
70 Year old cottage on 2.8 acres, stunning views and sunsets
8.4 out of 10, Very good, (6)
"We all liove the various Connecticut shore towns, and Ild Lyme was delightful. We revisited some favorite spots, and discovered a few new ones. The vintage appliances were particularly nice to find, and looking at old photos, we realized that the original cottage was really 100 years old!"
70 Year old cottage on 2.8 acres, stunning views and sunsets
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Beach nearby, sun loungers, beach towels
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (102)
"We really enjoyed our stay. Beds, linens, towels all super comfortable. Kitchen bright and useful. Bathrooms spotless. 2 minute walk to cute beach. Tons of stuff to do in the area. Great, private backyard well appointed with portable fire pit, grill, furniture. Lots of kid games and books and puzzles in house. Need functional carbon monoxide detector. "
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Outdoor pool, a heated pool
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (126)
"We stayed here for an anniversary weekend away and found the property and neighborhood to be amazing. We enjoyed the hot tub, pool and firepit and went kayaking in the afternoon. Enjoyed amazing sunsets from the deck; Adam gave us spot-on restaurant recommendations. I don't know if the supply of snacks is standard or an anniversary "special", but all in all this place was a wonderful find. Thank you!!"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Beach nearby, beach towels
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
9.8 out of 10, Exceptional, (43)
"Amazing property and relaxing weekend! 😄 Host was accommodating and responded promptly. Disappointed with accuracy of listing regarding the spa tub and picture/listing of canoe. Planned a canoe day and was unable due to no canoe on property. Dog loved the yard and enjoyed her stay too! "
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
"Salt 'n' Lyme" - Walk to everything !
Property grounds
"Salt 'n' Lyme" - Walk to everything !
9.4 out of 10, Exceptional, (29)
"Nice place in quiet neighborhood with great owner. "
"Salt 'n' Lyme" - Walk to everything !
Patchogue River Retreat, 8 minute walk to West Beach
Smart TV, fireplace
Patchogue River Retreat, 8 minute walk to West Beach
10.0 out of 10, Exceptional, (8)
"My staff and I stayed here for a horse show. It was clean and very comfortable. We wished we had time to actual enjoy the house!!!"
Patchogue River Retreat, 8 minute walk to West Beach
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Beach nearby, sun loungers, beach towels
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
9.0 out of 10, Wonderful, (84)
"We liked the house which is ideal for a large group. But we were disappointed that the water views shown in the photo gallery did not exist as views from the house directly. "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Luxury Furnished Apartments by Hyatus Downtown at Yale
Honeymoon Apartment | Private kitchen
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.8 out of 10, Exceptional, (32)
"It was fine. "
Luxury Furnished Apartments by Hyatus Downtown at Yale
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Dining
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
9.8 out of 10, Exceptional, (25)
"We spent the weekend at the shore to celebrater my wife's 70th Birthday. The accommodations were fabulous and everyone enjoyed the home, the view and the location. Thank you to our host Laura."
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
Room
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
The price is CA $114
CA $159 total
includes taxes & fees
Nov 9 - Nov 10
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
Fabulous Waterfront Property in the Heart of Wine Country
Fridge, microwave, oven, stovetop
Fabulous Waterfront Property in the Heart of Wine Country
10.0 out of 10, Exceptional, (170)
"Been staying here for nearly 10 years. Clean house with everything you need for a peaceful stay. The view is unbeatable. We even saw an eagle. The beach is a treasure. My sister and I thank you again for a wonderful stay. "
Fabulous Waterfront Property in the Heart of Wine Country
gorgeous victorian direct ocean front single family six bedroom, ten rooms
On the beach, beach towels
gorgeous victorian direct ocean front single family six bedroom, ten rooms
10.0 out of 10, Exceptional, (57)
"Beautiful home with even more beautiful ocean view. "
gorgeous victorian direct ocean front single family six bedroom, ten rooms
Enchanted Waterfront Cottage
Smart TV, fireplace, books
Enchanted Waterfront Cottage
9.0 out of 10, Wonderful, (19)
"The location was perfect. Very comfortable."
Enchanted Waterfront Cottage
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
Property grounds
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
10.0 out of 10, Exceptional, (17)
"This VRBO was absolutely perfect for my family during the long weekend. We were 4 adults and two babies. The rental was very clean and exactly as pictured. We loved that it was walking distance into town and to some parks. It was close to farms for fall fun and we went on the little local train ride. I would definitely not hesitate to rent this apartment again. "
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
Shalom Cottage with private beach rights.
Smart TV
Shalom Cottage with private beach rights.
8.8 out of 10, Excellent, (15)
"This weekend was my daughters 16th birthday. She loves the beach, we were looking for a place we haven't been before. I came across this one and went for it. We were not disappointed at all. This was such a cute little spot. Very clean and quiet for being on a busier street. Its set back far enough you dont hear traffic. Raj sent a ton of restaurants in the area and other places to go as well. His mother greeted us upon arrival, she was very sweet. Overall a great stay and will be back! "
The price is CA $115
CA $232 total
includes taxes & fees
Nov 6 - Nov 7
Shalom Cottage with private beach rights.
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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Other types of properties in Guilford you may be interested in

New Haven Hotel
Exterior detail
New Haven Hotel
3.5 star property
8.8 out of 10, Excellent, (1376)
"Confusion on parking "
The price is CA $221
CA $254 total
includes taxes & fees
Nov 25 - Nov 26
New Haven Hotel
Holiday Inn Express Southington, an IHG Hotel
Exterior
Holiday Inn Express Southington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (999)
"Nice breakfast. A little noisy "
The price is CA $179
CA $205 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Southington, an IHG Hotel
Red Roof Inn Meriden
Exterior
Red Roof Inn Meriden
2.0 star property
7.6 out of 10, Good, (1003)
"Everything was perfect except next room over the people were coughing and talking, two parents and a child, all night long. Felt like they were in our room, hard to sleep."
The price is CA $123
CA $141 total
includes taxes & fees
Dec 2 - Dec 3
Red Roof Inn Meriden
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.

Frequently asked questions

Can I find a vacation rental in Guilford?

Yes, there are vacation rentals close to well known local attractions in Guilford, or you can select a secluded option if you'd like a relaxing place to stay. Our travelers say Guilford has a good selection of restaurants. Make sure you have time to check out the sightseeing tours and wineries during your trip.

What are some of the best vacation rentals in Guilford?

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!: This highly rated vacation home rental in Guilford is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Guilford?

Expedia has 30 vacation rentals for your stay in Guilford.

What’s there to see and do in Guilford?

Cultural attractions include Hyland House Museum and Henry Whitfield State Museum, whereas Chaffinch Island State Park is one spot to enjoy nature. Other places in town to visit include Bishops Orchard and Winery and Stony Creek - Thimble Islands Historic District.

What’s a vacation rental in Guilford like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Guilford. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family getaway.