Photo by Bibek Magar

Guilford Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Guilford Vacation Homes

Cozy 2 bedroom home located minutes from downtown
Kitchen features a central island, microwave, coffee maker, and dining table with four chairs.

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (29)
"Perfect stay for the Yale-Harvard game. "
Cozy 2 bedroom home located minutes from downtown
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
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

7.4 out of 10, Good, (3)
"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
Another rental season is coming up.
Relax by the pool surrounded by a covered seating area and lounge chairs.

Another rental season is coming up.

10.0 out of 10, Exceptional, (19)
"Absolutely beautiful home with everything you need for an enjoyable vacation. The host was a pleasure to work with making sure we were comfortable with our accommodations. Definitely a great place to stay. "
Another rental season is coming up.
Grammy's Lake House w/ Private Waterfront Access
Enjoy breathtaking views of the lake and surrounding residential area from the comfort of your room.

Grammy's Lake House w/ Private Waterfront Access

9.4 out of 10, Exceptional, (13)
"Very comfortable rockers and Adirondack chairs make it easy to relax and enjoy the lake view. Our bed was comfortable, and Nile supplied all we needed with linens and soaps. We appreciated all the space and large dining table. Lake is beautiful. Very enjoyable stay. Exceptional communication with our host. "
Grammy's Lake House w/ Private Waterfront Access
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
American Beech in Greenport - Petite King Room 7
Enjoy dining al fresco in a serene outdoor setting with lush greenery and ambient lighting.

American Beech in Greenport - Petite King Room 7

8.8 out of 10, Excellent, (3)
"We thoroughly enjoyed our stay!"
The price is CA $329
CA $492 total
includes taxes & fees
Aug 13 - Aug 14
American Beech in Greenport - Petite King Room 7
Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!
Relax on the beach with two comfortable chairs facing the calm sea, overlooking a wooden pier extending into the water.

Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!

4.8 out of 10, (3)
"Overall, my girlfriends and I had a good stay at this accommodation. Transparently, there were some hiccups in communication between the property manager and I in the week leading up to our trip that were not clearly stated in the home's description prior to us booking our stay, however, I felt that they were able to address my concerns and came up with solutions that felt satisfactory to my group and I. The property manager was overall understanding and receptive to my feedback through our...
Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Enjoy the serene ocean views from the comfort of your beachside retreat.

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

10.0 out of 10, Exceptional, (121)
"Beautiful historic home, views of the Sound, pleasant walking neighborhood."
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
New hot tub & outdoor TV! 3 bedroom apt dwntn Middletown, across from Wesleyan
Enjoy cooking in this well-lit kitchen with a refrigerator, microwave, and double oven.

New hot tub & outdoor TV! 3 bedroom apt dwntn Middletown, across from Wesleyan

2.0 star property
10.0 out of 10, Exceptional, (6)
"Everything about our stay at this property was great. Communication, check-in, cleanliness, etc. The location is directly across the street from Wesleyan University which made my son's visit all the better. I will definately stay here again."
New hot tub & outdoor TV! 3 bedroom apt dwntn Middletown, across from Wesleyan
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."
The price is CA $352
CA $722 total
includes taxes & fees
Sep 8 - Sep 9
adorable ranch in beach community
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
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 Beach Nest-Lux Cottage Steps to the Beach
Stunning living area with a spiral staircase, dining table, and modern kitchen.

The Beach Nest-Lux Cottage Steps to the Beach

9.8 out of 10, Exceptional, (6)
"Quick weekend stay as we needed to be in the area for a soccer tournament. The house was super clean and had everything we needed. Would definitely stay again. "
The Beach Nest-Lux Cottage Steps to the Beach
The Beach House - Old Lyme
Stunning garden oasis with vibrant flowers and lush greenery.

The Beach House - Old Lyme

10.0 out of 10, Exceptional, (17)
"Exquisite botanical garden!"
The Beach House - Old Lyme
Gorgeous 4BR Beach House with Private Beach Access.
Guests can enjoy beach access with a sandy shoreline and ocean views.

Gorgeous 4BR Beach House with Private Beach Access.

9.8 out of 10, Exceptional, (74)
"We loved our stay at this beautiful cottage. The entire experience was very smooth, from pre-check in to getting there and even offers to help with anything we needed in our stayThe cottage is very cozy and well-cared for. The rooms are comfortable and the Internet fast. There is a lot to do in the area, with New Haven nearby and many good restaurants."
Gorgeous 4BR Beach House with Private Beach Access.
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Guests can enjoy access to the water from this scenic pier.

Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly

9.8 out of 10, Exceptional, (47)
"Clean cottage, more spacious than it looks. Perfect fenced back yard for family pets. Quiet neighborhood and easy walk to beach. Stayed at this cottage for a month as our home needed some repairs. Extremely comfortable for my husband, miniature poodle and I. Hosts were very gracious and accommodating!! Would have stayed longer if available. "
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Modern Luxury, The Perfect Getaway Awaits
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a dining area.

Modern Luxury, The Perfect Getaway Awaits

10.0 out of 10, Exceptional, (2)
"Super clear, spacious, house looks just like the photos. Very easy communication with the host. Thank you!"
The price is CA $402
CA $730 total
includes taxes & fees
Aug 11 - Aug 12
Modern Luxury, The Perfect Getaway Awaits
Beach Bungalow, walk to beach, private backyard
Fridge, microwave, oven, dishwasher

Beach Bungalow, walk to beach, private backyard

10.0 out of 10, Exceptional, (3)
"The property was perfect for all of us. It was in a quiet neighborhood and great location."
Beach Bungalow, walk to beach, private backyard
Beach community with private beaches
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and stainless steel dishwasher.

Beach community with private beaches

10.0 out of 10, Exceptional, (12)
"We had a wonderful week staying here with my family. It was family friendly, clear, had everything we needed and was a 10 min walk from beach!"
Beach community with private beaches
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Guilford Hotel Reviews

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

10/10 Excellent
"Loved staying here - staff was super nice. My daughter and I had a great time. "
Rosemarie 9-night trip
Posted 23 hours ago
Cambria Hotel New Haven University Area