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

Guilford Vacation Rentals

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Our top choices for Guilford vacation rentals

1. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.4 out of 10, Exceptional, (93 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.
The price is CA $419
CA $864 total
includes taxes & fees
Nov 1 - Nov 2
Historic New England home ,Reunions Beach pass

2. Cozy 1 King Bed | Smoking

Cozy 1 King Bed | Smoking
Branford
10.0 out of 10, Exceptional, (55 reviews)
"Before morning travel, we got much-needed rest here. Rooms had ample space so it didn't feel cramped at all, plus friendly staff shared helpful breakfast recommendations as part of our group treat experience."
United States
Anonymous traveller
The price is CA $113
CA $130 total
includes taxes & fees
Nov 8 - Nov 9
Cozy 1 King Bed | Smoking

3. 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, (30 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is CA $283
CA $502 total
includes taxes & fees
Nov 5 - Nov 6
The gardners Cottage 1 mile from long Island Sound - pet friendly

4. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $227
CA $401 total
includes taxes & fees
Nov 5 - Nov 6
1-bedroom cottage with Grove Beach 🏖️ access.

5. 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, (85 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
The price is CA $150
CA $415 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Home near private beach , close to New Haven area colleges Hospitals

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 traveller
The price is CA $118
CA $136 total
includes taxes & fees
Nov 8 - Nov 9
MS6 Branford | 1 King Bed Smk, Micfridge

7. Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (12 reviews)
"Property was clean and had all amenities we needed. Easy check in and check out"
United States
Sarah S.
The price is CA $189
CA $245 total
includes taxes & fees
Nov 9 - Nov 10
Cozy East Haven Home • Near Beach & Yale

8. 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 traveller
The price is CA $118
CA $136 total
includes taxes & fees
Nov 16 - Nov 17
1 King Bed | Nsmk, Micfridge

9. 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 traveller
The price is CA $115
CA $133 total
includes taxes & fees
Nov 2 - Nov 3
Cozy 1 King Bed | Non-Smoking

10. Spacious 2 Full Beds Nsmk

Spacious 2 Full Beds Nsmk
Branford
10.0 out of 10, Exceptional, (52 reviews)
"Really appreciated the clean, spacious feel throughout my stay."
United States
Anonymous traveller
The price is CA $113
CA $130 total
includes taxes & fees
Nov 15 - Nov 16
Spacious 2 Full Beds Nsmk

11. 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 traveller
The price is CA $117
CA $134 total
includes taxes & fees
Nov 2 - Nov 3
1 King Bed | Mob Acc Tub, Nsmk

12. Cozy 2 Full Beds Micfridge Parking

Cozy 2 Full Beds Micfridge Parking
Branford
10.0 out of 10, Exceptional, (50 reviews)
"Efficient check-in process, cozy bed, quiet room provided everything needed for good sleep after driving all day away from home base"
United States
Anonymous traveller
The price is CA $120
CA $137 total
includes taxes & fees
Nov 2 - Nov 3
Cozy 2 Full Beds Micfridge Parking

13. 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, (213 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is CA $178
CA $269 total
includes taxes & fees
Nov 30 - Dec 1
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

14. 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.
The price is CA $162
CA $317 total
includes taxes & fees
Nov 4 - Nov 5
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

15. 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.
The price is CA $104
CA $276 total
includes taxes & fees
Nov 1 - Nov 2
Prime Yale Studio Steps to Sallys Apizza

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.
The price is CA $280
CA $725 total
includes taxes & fees
Oct 31 - Nov 1
Adorable Cottage, 5 min walk to water & town

17. Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is CA $285
CA $709 total
includes taxes & fees
Oct 31 - Nov 1
Coastal Landing Stay

18. Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (3 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is CA $286
CA $831 total
includes taxes & fees
Nov 10 - Nov 11
Beachside Bliss w/ Game Room, Gym & Golf Green

19. 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.
The price is CA $235
CA $448 total
includes taxes & fees
Nov 4 - Nov 5
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

20. 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.
The price is CA $106
CA $255 total
includes taxes & fees
Nov 30 - Dec 1
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Guilford. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.