Guilford Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Guilford vacation rentals

A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

1. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.4 out of 10, Exceptional, (93 reviews)
"The location of this place is best!"
United States
Dr. Maureen C.
$539 nightly
The price is $614
Nov 16 - Nov 17
Total with taxes and fees
Historic New England home ,Reunions Beach pass
A reception desk with a staff member, a guest, and a child.

2. Cozy 1 King Bed | Smoking

Cozy 1 King Bed | Smoking
Branford
10.0 out of 10, Exceptional, (55 reviews)
"Quick overnight stop, rooms clean and everything worked as expected."
United States
Anonymous traveler
$78 nightly
The price is $89
Dec 1 - Dec 2
Total with taxes and fees
Cozy 1 King Bed | Smoking
A beach with a house in the background, a clear sky, and a calm sea.

3. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
$253 nightly
The price is $288
Nov 17 - Nov 18
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A hotel room with two beds, a desk, and a chair.

4. Spacious 2 Full Beds Nsmk

Spacious 2 Full Beds Nsmk
Branford
10.0 out of 10, Exceptional, (52 reviews)
"Checked in quickly and bed was cozy which really helped after long drive. Shower stall size was just right too."
United States
Anonymous traveler
$78 nightly
The price is $89
Dec 1 - Dec 2
Total with taxes and fees
Spacious 2 Full Beds Nsmk
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

5. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (67 reviews)
"Cozy vrbo with a great location to the beach, outlets shops and excellent restaurants!"
United States
Marcy C.
$222 nightly
The price is $253
Nov 19 - Nov 20
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
A hotel reception desk with a staff member, a guest, and a child.

6. MS6 Branford | 1 King Bed Smk, Micfridge

MS6 Branford | 1 King Bed Smk, Micfridge
Branford
10.0 out of 10, Exceptional, (50 reviews)
"Those beds were very large and super cozy!"
United States
Anonymous traveler
$82 nightly
The price is $94
Dec 1 - Dec 2
Total with taxes and fees
MS6 Branford | 1 King Bed Smk, Micfridge
A reception desk with a staff member, a guest, and a child.

7. Cozy 1 King Bed | Non-Smoking

Cozy 1 King Bed | Non-Smoking
Branford
10.0 out of 10, Exceptional, (55 reviews)
"Stayed one night, quick checkout process got me back on road promptly!"
United States
Anonymous traveler
$78 nightly
The price is $89
Dec 1 - Dec 2
Total with taxes and fees
Cozy 1 King Bed | Non-Smoking
A reception desk with a staff member, a guest, and a child.

8. 1 King Bed | Mob Acc Tub, Nsmk

1 King Bed | Mob Acc Tub, Nsmk
Branford
10.0 out of 10, Exceptional, (51 reviews)
"Quiet evenings with an easy check-in process made this place worth returning to if passing by again soon."
United States
Anonymous traveler
$79 nightly
The price is $91
Dec 1 - Dec 2
Total with taxes and fees
1 King Bed | Mob Acc Tub, Nsmk
A reception desk with a staff member, a guest, and a child.

9. Cozy 2 Full Beds Micfridge Parking

Cozy 2 Full Beds Micfridge Parking
Branford
10.0 out of 10, Exceptional, (50 reviews)
"The rooms offered a quiet space that was perfect for resting."
United States
Anonymous traveler
$81 nightly
The price is $93
Dec 1 - Dec 2
Total with taxes and fees
Cozy 2 Full Beds Micfridge Parking
A reception desk with a staff member, a guest, and a child.

10. 1 King Bed | Nsmk, Micfridge

1 King Bed | Nsmk, Micfridge
Branford
10.0 out of 10, Exceptional, (52 reviews)
"The location is convenient with easy access to local shops and restaurants nearby."
United States
Anonymous traveler
$82 nightly
The price is $94
Dec 1 - Dec 2
Total with taxes and fees
1 King Bed | Nsmk, Micfridge
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

11. Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (86 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
$256 nightly
The price is $291
Nov 16 - Nov 17
Total with taxes and fees
Cozy Home near private beach , close to New Haven area colleges Hospitals
A cabin with a dining table set for two, a bicycle, and a small porch area.

12. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (223 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
$167 nightly
The price is $192
Dec 14 - Dec 15
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

13. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (32 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
$300 nightly
The price is $341
Nov 15 - Nov 16
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
A living room with a blue sofa, patterned armchair, wooden coffee table, and a globe on a side table.

14. Brand New Platform #1

Brand New Platform #1
Wallingford Center
9.6 out of 10, Exceptional, (4 reviews)
"This is the second time we have stayed at this location, although it was a different "platform/room." Once again, a very nice stay. Room was perfect for the 2 of us, and all the right ameneties. This is a perfect location within Wallenford, with access to everything, whether walking or driving. The property is very well maintained, and feels very secure. "
United States
Cherie G.
Brand New Platform #1
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

15. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
8.0 out of 10, Very good, (6 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
$193 nightly
The price is $209
Nov 30 - Dec 1
Total with taxes and fees
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A modern bedroom with a bed, a desk, and a kitchenette.

16. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.4 out of 10, Exceptional, (3 reviews)
"The property is immaculate and the service very responsive."
United States
Stephanie G.
$153 nightly
The price is $174
Dec 7 - Dec 8
Total with taxes and fees
One bedroom in United States of America, New Haven
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

17. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Great stay - and it is close to Sally's! We had a nice visit and all was as represented for the property."
United States
Milton W.
$176 nightly
The price is $200
Nov 19 - Nov 20
Total with taxes and fees
Prime Yale Studio Steps to Sallys Apizza
A balcony with a view of the ocean, a lawn, and a house in the background.

18. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (300 reviews)
"Great condo. Very nice location and grounds."
United States
William
$301 nightly
The price is $344
Dec 8 - Dec 9
Total with taxes and fees
Cliffside Resort Condominiums
A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

19. The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
Downtown New Haven
10.0 out of 10, Exceptional, (6 reviews)
"Easy walking distance to Yale University, Museum of Art and Peabody Museum. Restaurants very close. The apartment had everything we needed. Pillows are my only complaint. Too hard. I would definitely stay again."
United States
Debbie G.
$334 nightly
The price is $380
Nov 19 - Nov 20
Total with taxes and fees
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

20. Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (15 reviews)
"We had a very nice stay here! The hosts were lovely and very communicative, and they were able to help us with any problems we had very quickly."
United States
Luke
$153 nightly
The price is $174
Dec 7 - Dec 8
Total with taxes and fees
Yale Casa Verde Studio
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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Top Guilford Hotel Reviews

A red door with a 'Gone to the Beach' sign, a wicker chair, a table with a plate of food and drinks, and a potted plant.
The Homestead

The Homestead

The Homestead
Madison Center

10/10 Excellent

Breakfast should be more robust off season. Hefty price just for a room
United States
Mitchell
Reviewed February 12, 2023
The Homestead

Find out more about Guilford

Everything you need to know about Guilford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Guilford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Guilford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Guilford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Guilford. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Guilford in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $89 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Guilford rentals

At Expedia, we put the best Guilford vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Guilford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Guilford vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Guilford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a vacation rental in Guilford?

Yes, there are vacation rentals in Guilford close to Guilford Art Center, or you can select a more 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?

TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12: 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 Guilford Town Green and Sachem Head Harbor are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Stony Creek - Thimble Islands Historic District and Bishops Orchard and Winery.

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.

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