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Guilford Vacation Rentals

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Check prices for these dates

Tonight
Aug 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Vacation Rentals in Guilford

Postcard Cabins Machimoodus
Escape to a serene forest retreat with a cozy fire pit and comfortable Adirondack chairs.

Postcard Cabins Machimoodus

2.0 star property
9.4 out of 10, Exceptional, (45)
"Great stay"
$184 nightly
The price is $212
Aug 10 - Aug 11
Total includes taxes and fees
Postcard Cabins Machimoodus
Cliffside Resort Condominiums
Stunning beachfront residential area with multi-story buildings and a central park.

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (233)
"Great location, great views. Walls are a little thin."
$408 nightly
The price is $466
Sep 1 - Sep 2
Total includes taxes and fees
Cliffside Resort Condominiums
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
The Stern at Soundview · Beach+Ocean+Sunrise
Enjoy a serene beach experience with access to the ocean and a sailboat visible in the distance.

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
$192 nightly
The price is $217
Aug 27 - Aug 28
Total includes taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
adorable ranch in beach community
Walk along the beach on a paved path, bordered by grass and rocky shoreline, with the ocean stretching out to the horizon.

adorable ranch in beach community

10.0 out of 10, Exceptional, (45)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
$571 nightly
The price is $646
Aug 13 - Aug 14
Total includes taxes and fees
adorable ranch in beach community
The Anchor at Soundview · Beach+Ocean+Sunrise
Enjoy a serene beach experience with access to the ocean and a picturesque sailboat in the distance.

The Anchor at Soundview · Beach+Ocean+Sunrise

2.0 star property
8.0 out of 10, Very Good, (1)
"Great stay. Clean, all amenities provided, located short walk from beach. I wouldn’t call it an apartment or studio, though. It’s the size of a bedroom and includes only a bed, dresser, fridge and microwave. Not even a chair. Description made me expect a bit more but if you know the size going in, it’s a marvelous place to stay. "
$172 nightly
The price is $194
Aug 19 - Aug 20
Total includes taxes and fees
The Anchor at Soundview · Beach+Ocean+Sunrise
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎
Surrounded by lush greenery, this cabin features a cozy porch with seating and a stone pathway leading to the entrance.

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

10.0 out of 10, Exceptional, (39)
"My wife and I loved our weekend stay at this cabin!"
$596 nightly
The price is $675
Aug 24 - Aug 25
Total includes taxes and fees
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎
Shoreline Oasis
Stroll up to this charming colonial-style house, featuring a welcoming front porch with a bench and a beautiful garden.

Shoreline Oasis

8.8 out of 10, Excellent, (5)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
$230 nightly
The price is $261
Aug 8 - Aug 9
Total includes taxes and fees
Shoreline Oasis
1-bedroom cottage with Grove Beach 🏖️ access.
Relax in comfort with a sofa, throw blanket, and natural light pouring in through the large window.

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (28)
"Loved the overall stay and experience. The private beach access is a bonus"
$229 nightly
The price is $259
Sep 7 - Sep 8
Total includes taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Freeboard at Soundview · Beach+Ocean+Sunrise
Enjoy a serene beach experience with access to the ocean and a picturesque palm tree.

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
8.8 out of 10, Excellent, (3)
"I love everything about this property. Excellent response from host. Excellent cleanliness of place. OVERALL TOP EXPERIENCE. 1000 PERCENT will be back."
$167 nightly
The price is $189
Aug 26 - Aug 27
Total includes taxes and fees
Freeboard at Soundview · Beach+Ocean+Sunrise
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Enjoy a refreshing dip in the pool surrounded by a deck and basketball hoop.

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (136)
"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Enjoy a serene beachside escape with access to the ocean.

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Enjoy the ocean view from this room, featuring a sofa, chair, and small table.

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (5)
$619 nightly
The price is $701
Aug 11 - Aug 12
Total includes taxes and fees
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Cozy 3 bedroom minutes from Yale and the beach
Kitchen features a central island, oven, and white cabinetry with a patterned backsplash.

Cozy 3 bedroom minutes from Yale and the beach

7.0 out of 10, Good, (2)
"The inside was very clean, the back patio/garden area is cute, but the pool was green by day two. Overall we enjoyed our time here"
Cozy 3 bedroom minutes from Yale and the beach
Waterfront House with picture-perfect views from all 3 levels.
Enjoy a serene sea view from the large window, accompanied by comfortable seating and a small table.

Waterfront House with picture-perfect views from all 3 levels.

9.6 out of 10, Exceptional, (92)
"It was a very nice stay. Sound of the ocean was calming. We would go back. "
Waterfront House with picture-perfect views from all 3 levels.
The Mast at Soundview · Beach+Ocean+Sunrise
Enjoy a serene beach experience with a calm ocean and a sailboat on the horizon.

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.0 out of 10, Wonderful, (2)
"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"
$189 nightly
The price is $213
Sep 3 - Sep 4
Total includes taxes and fees
The Mast at Soundview · Beach+Ocean+Sunrise
Vintage Cottage by the Sea - Walking Distance to the Beach - Old Lyme
Dining

Vintage Cottage by the Sea - Walking Distance to the Beach - Old Lyme

6.0 out of 10, (1)
"Overall we were happy with our stay, but that had more to do with the location than the house. I would have liked the check in details slightly earlier because we were traveling from a couple hours away and I was nervous we would not be able to get into the house. When I booked it said we would receive check in details a few days in advance. When we arrived there were some piles of dirt, leaves and sticks on the floor. The house did not have a broom, vacuum or dust pan. In addition to the piles...
Vintage Cottage by the Sea - Walking Distance to the Beach - Old Lyme
The SandPiper
Relax on the covered porch with a single chair and small table, surrounded by lush greenery and a residential neighborhood view.

The SandPiper

9.8 out of 10, Exceptional, (24)
"My friends and I stayed here for a night after a wedding. It was the perfect place to stay after a long day. Host was kind and helpful with anything I needed! "
The SandPiper
The Rudder at Soundview · Beach+Ocean+Sunrise
Relax on the sandy shore with a comfortable mat, perfect for sunbathing or unwinding.

The Rudder at Soundview · Beach+Ocean+Sunrise

$179 nightly
The price is $202
Aug 14 - Aug 15
Total includes taxes and fees
The Rudder at Soundview · Beach+Ocean+Sunrise
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
Enjoy serene lakeside views from the wooden pier, surrounded by rolling hills and a natural stone wall.

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

2.0 star property
9.0 out of 10, Wonderful, (8)
"Beautiful location, very comfortable for our small family."
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
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

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"Very nice. Hard to find the entrance as you enter from the rear by the parking garage. "
Gordon 1-night trip
Posted 1 day ago
Courtyard by Marriott Waterbury Downtown

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?

NORTHFORK COTTAGE with POOL & HOT TUB: This vacation home rental near Guilford is located near the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a hot tub.

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 Guilford Art Center, 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 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.