A coastal landscape with a lighthouse, beach, rocky outcrops, and a distant city skyline.

Guilford Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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
9.2 out of 10, Wonderful, (90 reviews)
"This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women."
United States
Liz H.
$568 nightly
The price is $643
Oct 13 - Oct 14
Total with taxes and fees
Historic New England home ,Reunions Beach pass
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

2. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (60 reviews)
"We enjoyed our stay"
United States
JM B.
$159 nightly
The price is $180
Oct 18 - Oct 19
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
A hotel room with two beds, each with patterned bedding, a bedside table with a lamp, and a wall-mounted phone.

3. Spacious 2 Full Beds Nsmk

Spacious 2 Full Beds Nsmk
Branford
$81 nightly
The price is $93
Nov 1 - Nov 2
Total with taxes and fees
Spacious 2 Full Beds Nsmk
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

4. 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, (29 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
$265 nightly
The price is $299
Oct 13 - Oct 14
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
A hotel with a covered entrance, multiple brick buildings, and a clear sky.

5. Cozy 1 King Bed | Smoking

Cozy 1 King Bed | Smoking
Branford
$81 nightly
The price is $93
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1 King Bed | Smoking
A reception desk with a staff member, a guest, and a child.

6. Cozy 1 King Bed | Non-Smoking

Cozy 1 King Bed | Non-Smoking
Branford
$81 nightly
The price is $93
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1 King Bed | Non-Smoking
A modern hotel room with a bed, a desk, a chair, a television, and a large mirror.

7. 1 King Bed | Mob Acc Tub, Nsmk

1 King Bed | Mob Acc Tub, Nsmk
Branford
$82 nightly
The price is $94
Nov 1 - Nov 2
Total with taxes and fees
1 King Bed | Mob Acc Tub, Nsmk
A hotel room with two beds, a desk, a chair, and a window with curtains.

8. Cozy 2 Full Beds Micfridge Parking

Cozy 2 Full Beds Micfridge Parking
Branford
$84 nightly
The price is $96
Nov 1 - Nov 2
Total with taxes and fees
Cozy 2 Full Beds Micfridge Parking
A motel sign with the number 6, a parking lot, and a building with a brick facade.

9. 1 King Bed | Nsmk, Micfridge

1 King Bed | Nsmk, Micfridge
Branford
$85 nightly
The price is $98
Nov 1 - Nov 2
Total with taxes and fees
1 King Bed | Nsmk, Micfridge
A building with a blue entrance marked 'welcome,' a brick facade, and a covered parking area.

10. MS6 Branford | 1 King Bed Smk, Micfridge

MS6 Branford | 1 King Bed Smk, Micfridge
Branford
$85 nightly
The price is $98
Nov 1 - Nov 2
Total with taxes and fees
MS6 Branford | 1 King Bed Smk, Micfridge
A cabin with a dining table set for two, a bicycle, and a small porch area.

11. 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, (201 reviews)
"Great experience and the perfect environment"
United States
Stephanie
$184 nightly
The price is $212
Nov 8 - Nov 9
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

12. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
7.6 out of 10, Good, (5 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.
$210 nightly
The price is $227
Nov 2 - Nov 3
Total with taxes and fees
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

13. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.8 out of 10, Exceptional, (16 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
$293 nightly
The price is $318
Oct 26 - Oct 27
Total with taxes and fees
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

14. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.2 out of 10, Wonderful, (15 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
$274 nightly
The price is $292
Oct 11 - Oct 12
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

15. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
$185 nightly
The price is $210
Oct 12 - Oct 13
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl
A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

16. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.2 out of 10, Wonderful, (17 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
$432 nightly
The price is $489
Oct 15 - Oct 16
Total with taxes and fees
Adorable Cottage, 5 min walk to water & town
A two-story building with a dark blue facade, a central arched entrance, and a number '43' plaque.

17. All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and comfortable with easy communication with host I recommend this unit to all who want to visit Wallingford or who desire to take the train to ny or Boston etc"
United States
DAVID B.
$274 nightly
The price is $292
Oct 16 - Oct 17
Total with taxes and fees
All New Studio apartment in center of town
A modern living room with a flat-screen TV, a sofa, a blue chair, and a large potted plant.

18. Relaxing 3-bedroom apartment in New Haven

Relaxing 3-bedroom apartment in New Haven
New Haven
9.6 out of 10, Exceptional, (5 reviews)
"To be honest with you overall the stay was decent. The host was very accommodating for us as we wanted to check in early due to our flight, arriving in the morning. When we had issues with the linens needing to be changed I called our host she was super responsive and immediately had housekeeping there to rectify our issues. The only thing I could say about the property is the furniture, especially in the living area needs to be updated. Also, the property could use some TLC when it comes to the...
United States
S F.
$339 nightly
The price is $384
Oct 12 - Oct 13
Total with taxes and fees
Relaxing 3-bedroom apartment in New Haven
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

19. 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 $173
Nov 2 - Nov 3
Total with taxes and fees
One bedroom in United States of America, New Haven
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

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 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.

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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.