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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Guilford vacation rentals

Terrace/patio

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.
$514 nightly
The price is $582
Sep 17 - Sep 18
Total with taxes and fees
Historic New England home ,Reunions Beach pass
Property grounds

2. NEW Coastal Cottage 2 Miles to Beach + Lake Access

NEW Coastal Cottage 2 Miles to Beach + Lake Access
Clinton
10.0 out of 10, Exceptional, (7 reviews)
"We really enjoyed our stay here. The house has a cozy, homey feel and was a nice place to come back to after being out for the day. It was quiet, comfortable, and had a relaxed vibe that made the trip easy.The location was a big plus for us. Hammonasset Beach was only a few minutes away, and Madison center was just as close, which made it easy to grab dinner or pop out for anything we needed. The outdoor fireplace was also a really nice touch and made the evenings feel special.Overall, it was a...
United States
Moe B.
$372 nightly
The price is $421
Aug 19 - Aug 20
Total with taxes and fees
NEW Coastal Cottage 2 Miles to Beach + Lake Access
Interior

3. Château Blanc | Near Yale University

Château Blanc | Near Yale University
Dwight
8.6 out of 10, Excellent, (9 reviews)
"Perfect for a quick trip and one night stay!"
United States
Chris D.
$163 nightly
The price is $184
Aug 19 - Aug 20
Total with taxes and fees
Château Blanc | Near Yale University
1 bedroom, desk, iron/ironing board, WiFi

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

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
$159 nightly
The price is $180
Aug 18 - Aug 19
Total with taxes and fees
One bedroom in United States of America, New Haven
Interior

5. Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors

Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors
Fair Haven
$113 nightly
The price is $127
Aug 21 - Aug 22
Total with taxes and fees
Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors
Living area

6. Cozy 1-bedroom apartment in peaceful Branford with AC and gym access

Cozy 1-bedroom apartment in peaceful Branford with AC and gym access
Branford
$156 nightly
The price is $177
Sep 8 - Sep 9
Total with taxes and fees
Cozy 1-bedroom apartment in peaceful Branford with AC and gym access
1 bedroom, desk, iron/ironing board, travel crib

7. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (52 reviews)
"We enjoyed our stay"
United States
JM B.
$197 nightly
The price is $222
Sep 15 - Sep 16
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
View from property

8. 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, (181 reviews)
"Great property for quiet and a nice getaway. Great little places to eat and shop in the surrounding towns."
United States
Frank
$215 nightly
The price is $247
Sep 16 - Sep 17
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
TV, Netflix, Hulu, streaming services

9. Yale Science Park 1BR | Free Parking

Yale Science Park 1BR | Free Parking
Dixwell
8.0 out of 10, Very Good, (8 reviews)
"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."
United States
Natalie B.
$215 nightly
The price is $244
Aug 18 - Aug 19
Total with taxes and fees
Yale Science Park 1BR | Free Parking
Dining

10. Summer is filling up-Beach, Shopping and Golf

Summer is filling up-Beach, Shopping and Golf
Clinton
10.0 out of 10, Exceptional, (5 reviews)
"Was very happy with how wonderfully beautiful the place was. The host was excellent and answered any questions I had promptly. I really appreciate how nice he was."
United States
Elizabeth C.
$623 nightly
The price is $705
Aug 18 - Aug 19
Total with taxes and fees
Summer is filling up-Beach, Shopping and Golf
Desk, iron/ironing board, WiFi, bed sheets

11. Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (14 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
$176 nightly
The price is $199
Sep 14 - Sep 15
Total with taxes and fees
Yale Casa Verde Studio
Banquet hall

12. Beautiful Downtown New Haven Retreat

Beautiful Downtown New Haven Retreat
Downtown New Haven
$288 nightly
The price is $326
Aug 18 - Aug 19
Total with taxes and fees
Beautiful Downtown New Haven Retreat
Coffee/tea maker, fridge, microwave, oven

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

One bedroom in United States of America, New Haven
Dwight
8.0 out of 10, Very Good, (5 reviews)
"Great place to stay! Host was quick to answer and the check in process was so easy! "
United States
Payton P.
$168 nightly
The price is $190
Sep 14 - Sep 15
Total with taxes and fees
One bedroom in United States of America, New Haven
Outdoor dining

14. Steps to Beach • Hot Tub • Game Room • Water Views

Steps to Beach • Hot Tub • Game Room • Water Views
Branford
$1,128 nightly
The price is $1,278
Sep 13 - Sep 14
Total with taxes and fees
Steps to Beach • Hot Tub • Game Room • Water Views
Exterior

15. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Very nice! Clean and had everything you would need for a few nights away from home. I book again. "
United States
ALRUNDUS L.
$278 nightly
The price is $296
Aug 22 - Aug 23
Total with taxes and fees
All New 1BR with tons of Charm
Smart TV

16. Cozy Stay by Little Italy & Wooster Street

Cozy Stay by Little Italy & Wooster Street
Mill River
7.4 out of 10, Good, (3 reviews)
"This apartment in a 4 unit building with its own parking lot was on a quiet street. Easy to get to no matter what side of the city I came from and close enough to walk to downtown (6 blocks) and half a block off the famous Little Italy street for food and cocktails and then brunch and coffee in walking distance in the mornings too. The unit had everything you need, fully stocked kitchen and bath, shared laundry. Great mattress and pillows! Easy keypad entry. I’d stay there over and over again!"
United States
Erica S.
$277 nightly
The price is $313
Aug 18 - Aug 19
Total with taxes and fees
Cozy Stay by Little Italy & Wooster Street
Smart TV

17. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (15 reviews)
"It was the perfect day and very convenient for our trip for our son’s graduation. Thank you for being so receptive and helpful."
United States
Michele B.
$215 nightly
The price is $243
Aug 25 - Aug 26
Total with taxes and fees
The Sicilian
Lobby

18. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very Good, (8 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
$225 nightly
The price is $254
Aug 19 - Aug 20
Total with taxes and fees
Spacious Bohemian Nook
Bar (on property)

19. Modern Studio Stay On Howe

Modern Studio Stay On Howe
Dwight
8.6 out of 10, Excellent, (7 reviews)
"Cute, clean property good for a visit to New Haven for a single or couple. The area is a little noisy, but that's the price you pay for being in close walking distance to everything you'd want to be in close walking distance to! Would definitely stay again. "
United States
Robin A.
$268 nightly
The price is $275
Aug 20 - Aug 21
Total with taxes and fees
Modern Studio Stay On Howe
Exterior

20. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (15 reviews)
"Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town."
United States
Jeremy Y.
$216 nightly
The price is $245
Aug 18 - Aug 19
Total with taxes and fees
Bright Downtown Studio near Yale & East Rock!
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

Hilton Garden Inn Milford

Hilton Garden Inn Milford

8/10 Good
"The room was clean however there were a couple of towels I had to toss that either had hair or stains on them. Parking was plenty and breakfast was fine."
Darralynn 1-night trip
Posted 5 hours ago
Hilton Garden Inn Milford

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 $125 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.

Explore a world of travel with Expedia

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 Chaffinch Island State Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Stony Creek - Thimble Islands Historic District and Guilford Art Center.

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.