House vacation rentals in Guilford

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Popular amenities for Guilford house rentals

House rentals with a pool

Guest favorite
An above-ground pool is shown, featuring clear blue water surrounded by a sturdy gray frame. Lush greenery forms the backdrop, suggesting a private outdoor space. Sunlight creates gentle ripples on the water's surface, inviting relaxation and enjoyment during warmer months.
Home in Montville
4.92 out of 5 average rating, 277 reviews

Casino Wine Down House

KelliRating, 5 stars1 week ago
We had a perfect weekend at Mk’s place! After a very rough start to our weekend at another unsuitable air bnb (for reasons I won’t mention) Mk was extremely accommodating and her place was perfect. I would stay here again and again! We were sad to have to leave!
Superhost
Home in Stonington
4.9 out of 5 average rating, 105 reviews

Homestead Near Mystic, Casinos & Beaches

Sherri Watson Rating, 5 stars1 month ago
This was the perfect spot for what we were looking for as my son graduated from Conn College. The host was very responsive to my questions and flexible with check in times which we needed. House was exactly what was described and we had a wonderful time. Thank you!!
Top guest favorite
Home in North Fork
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars1 month ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Top guest favorite
An inviting outdoor area features a heated pool surrounded by a spacious patio. Comfortable lounge chairs are neatly arranged on the side, with umbrellas providing shade. Lush greenery and trees create a serene backdrop, enhancing the tranquil setting of the Pool House.
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars1 month ago
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!
Guest favorite
A spacious outdoor pool is surrounded by a stone patio, nestled within a serene environment of tall trees. The pool features a diving board and is complemented by nearby planters. A main house can be seen in the background, enhancing the tranquil setting.
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars2 weeks ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Guest favorite
A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.
Home in North Fork
4.97 out of 5 average rating, 156 reviews

Secluded Farmhouse - Studio Apartment Style Unit

AmyRating, 5 stars3 days ago
This is a beautiful farmhouse setting with gorgeous gardens, chickens, a nice screened in private porch, and a very friendly and adorable kitty. Jessica was a great host and provided some delicious homemade yogurt with milk and fruit, and plenty of coffee and tea. We brought our dog and he was comfortable there, we had plenty of space to walk him around.
Guest favorite
An outdoor patio features multiple wooden lounge chairs arranged around a central fire pit. A gunite pool with clear water reflects the surrounding greenery. The main house, visible in the background, showcases a classic design with white siding and large windows.
Home in Sag Harbor
4.86 out of 5 average rating, 270 reviews

Exclusive Sag Harbor Compound

MeghanRating, 5 stars2 weeks ago
We had an amazing stay! Ben was a fantastic host—responsive, friendly, and full of great local tips that really made our trip special. The house itself is just as beautiful (if not better!) than the photos—stylish, spotless, and incredibly comfortable. We rented bikes, and our kids loved the freedom of biking into town, to the beach, and to nearby restaurants. The location was perfect for relaxing and exploring.
Guest favorite
Home in Southampton
4.96 out of 5 average rating, 171 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

LalitRating, 5 stars4 days ago
We had a lovely stay at Roger and Amy’s place. The location was great - close to Southampton, a short drive from Sag Harbor etc. The home is charming and comfortable. The kids loved the heated pool and spent hours in it every day. Roger and Amy were also super responsive, with advice and help when we needed it including with a very sweet gift for our 3 year old whose birthday we were celebrating. All in - a phenomenal time!

Weekly house rentals

Guest favorite
A scenic view of a sandy beach lined with boats in the calm water, framed by greenery and colorful flowers. The ocean reflects the clear blue sky, creating a peaceful atmosphere along the shoreline.
Home in Branford
5 out of 5 average rating, 55 reviews

Beach House in Private Community on LI Sound

ColetteRating, 5 stars6 days ago
Bill's Branford home is beautiful and very comfortable. We enjoyed the back porch, the clean and modern kitchen, the two living rooms, and all of the unique artwork Bill's family has collected over the years. Our two year old loved all the toys and books in his room! The house was perfect for our family gathering. Not to mention the amazing location just steps from the beach. We definitely recommend it. Thank you, Bill!
Guest favorite
A covered patio area is visible, featuring a spacious seating arrangement with light-colored cushions. A brick chimney rises from the side of the home, surrounded by well-manicured grass and green shrubs. The peaceful setting is complemented by the presence of trees in the background.
Home in Madison
5 out of 5 average rating, 20 reviews

Beach Home & Garden Paradise

SamanthaRating, 5 starstoday
We had an amazing time at Brian’s home. The beach was just steps away and very private to just those of the association but, most times we had it to ourselves! So serene! Thank you for a fantastic vacation.
Top guest favorite
A spacious living area features a white sectional sofa and leather armchairs, arranged to face large glass doors that provide views of the beach. Natural light fills the room, highlighting warm wood paneling and a cozy, inviting atmosphere. A dining table is visible in the background.
Home in North Fork
5 out of 5 average rating, 13 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

SamanthaRating, 5 stars1 month ago
Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!
Top guest favorite
Home in Madison
5 out of 5 average rating, 28 reviews

Stylish Modern Home, 4-Bedroom, Madison CT

AlanRating, 5 stars3 months ago
Sascha was a terrific host and we had a wonderful stay at his home. The home was beautiful: plenty of space to spread out, relax, and everything was incredibly clean and tidy. It was also well-stocked with everything you could need. We appreciated Sascha's friendly demeanor, and he was a pleasure to communicate with. We hope to return here in the near future for another stay.
Top guest favorite
An outdoor seating area is shown with comfortable chairs and a fire pit surrounded by paved stones. A well-maintained lawn and tall evergreen trees provide privacy, while large glass doors lead into the house, inviting natural light into the space.
Home in New Haven
5 out of 5 average rating, 54 reviews

Private 6-Bed House w/ King Bd, Groups & Families

DavidRating, 5 stars1 week ago
Eva is a great hostess. We very much enjoyed staying in her house. She was very easy to communicate with whenever we had an issue. I definitely would like to have Eva as a hostess again and would like to stay in her house again.
Guest favorite
A spacious living area features natural wood beams and light-colored furnishings. A large plant sits in a ceramic vase on a round table, while a comfortable sofa arrangement is placed around a central coffee table. Multiple windows provide ample natural light.
Home in Haddam
4.97 out of 5 average rating, 31 reviews

The Farmhouse Stay

BrianRating, 5 stars3 days ago
If you are looking for an amazing farmhouse with great views look no further. My family and I had the best week staying here. Communication was great and the house had everything that we needed. My wife and I still can’t believe how clean and organized everything was. We loved sitting by fireplace and watching movies at night. Definitely will be back if we are in the area
Top guest favorite
A gated entrance leads to a sandy path towards the beach, with a serene view of the water. A small island can be seen in the distance, framed by a clear blue sky. Surrounding vegetation adds a touch of greenery to the scene.
Home in Branford
4.98 out of 5 average rating, 41 reviews

The Eagle- Private Beach

StephanieRating, 5 stars1 month ago
Great location with private beach access. Cozy 2-bedroom slept our family of 4 comfortably. Comfortable beds, great shower pressure, and large yard out back. I’m originally from Branford and we visit my parents regularly. Will definitely keep Abigail’s home in mind for future visits!
Top guest favorite
A comfortable living area features a gray sofa positioned around a low coffee table. A television rests on a media console against the wall, with natural light streaming through two windows that overlook greenery outside.
Home in Haddam
5 out of 5 average rating, 24 reviews

The Doll House

DeborahRating, 5 stars1 week ago
What a great little get away place. Clean and very private. Hope to be back soon. Would highly recommend staying there.

Private house rentals

Guest favorite
A charming two-story house is set on a green lawn, featuring white siding and dark green shutters. Gravel pathways lead to the entrance, and a small shed is visible to the side. Mature trees provide shade, enhancing the peaceful outdoor setting.
Home in Madison
4.83 out of 5 average rating, 35 reviews

Cozy beach cottage close to everthing

Nina B.Rating, 5 stars4 days ago
We had a wonderful few days at The Sandbox! The location is amazing - literally just steps from the beach. The house is small but cozy, and was well stocked. We enjoyed hanging out in the backyard and easy trips into town. Definitely recommend!
Guest favorite
A spacious bedroom features a king size bed adorned with a patterned quilt and two decorative pillows. Light hardwood flooring contrasts with the pale grey walls. A vintage turquoise refrigerator and a dresser with multiple drawers are visible, while natural light streams in through two windows.
Home in Branford
4.83 out of 5 average rating, 54 reviews

King Suite with Private Bath and Private Entrance

PaulaRating, 5 stars1 month ago
Great location, just down the street from the beach! Branford was a short drive, great shops and restaurants.
Superhost
A comfortable living room features a pink sectional sofa arranged in a L-shape, accompanied by a light-colored armchair with a small side table. A colorful area rug adds warmth, while large windows adorned with sheer curtains provide natural light. Shelving displays decorative items.
Home in New Haven
5 out of 5 average rating, 14 reviews

The Jewel of The Cove - Historic Coastal Retreat

DaraRating, 5 stars1 month ago
Edward made the stay easy and we were very comfortable. House is lovely and very very clean. Would stay at the house again!
Superhost
A spacious bedroom is highlighted with a large bed, dressed in neutral linens, surrounded by light walls and wooden flooring. A cozy area rug adds texture. A serene view is available through a nearby window. In the lower section, a pet is seen relaxing on vibrant green grass.
Home in North Haven
4.83 out of 5 average rating, 36 reviews

Trail-side Haven Retreat! Pet friendly

KimberlyRating, 5 stars5 months ago
This property is in New Haven, bordering North Haven. Easily accessible from the 91 or from SR15, but not near enough either road to hear traffic noise. This is a downstairs unit, and there are tenants above; you will hear some neighborly noise, but nothing out of the ordinary for a duplex, and much quieter than a hotel room. If you're familiar with the area, this home is walking distance from the large Medtronic facility and a close drive to the North Haven shopping area (Target, Cinemark). Property is well kept, and all linens and interior areas were clean. We appreciated the pet-friendly approach (minimal rugs on the floor), as well as the large (unfenced) yard for our dog. We had a few minor issues, to which the hosts were quick to respond and remedy. The kitchen has every feature or appliance you'd need for a short stay, and even included common spices, soap, paper towels, and kcups. Bathroom had ample towels for 2 people. Would be happy to stay here for future visits.
Guest favorite
A shingle style home is showcased, featuring a distinctive chimney. The exterior is finished with light-colored shingles, complemented by greenery surrounding the base. Tall trees can be seen in the background under a partly cloudy sky.
Home in Branford
4.82 out of 5 average rating, 73 reviews

Beautiful 3 bedroom shoreline house

CynthiaRating, 5 stars5 months ago
As someone who is older and a little wobbly, I would like some indication for the edge of the steps going from the kitchen to the living room area. Otherwise the house was beautifully maintained. Beth was very helpful and amiable to our request for a later checkout due to my daughter’s health concerns. For us Floridians the heating system worked wonderfully during a cold week. I would very highly recommend this place to everyone.
Guest favorite
A tranquil view of a private beach stretches along the coastline, where gentle waves lap against the smooth sand. Soft clouds dot the blue sky, while beach houses stand in the background, providing a serene coastal ambiance.
Home in East Haven
4.95 out of 5 average rating, 41 reviews

Direct Beachfront Modern Cottage on Private Beach

MacKenzieRating, 5 stars1 month ago
We had a great stay at the Airbnb. One thing I haven’t seen mentioned in the reviews or descriptions is that this beach had tons of sea glass! In our short stay we found over 100 pieces and my 4 year old was absolutely delighted scouring the beach for it. There are also tide pools less than a five minute walk from the house. These two things made the stay quite magical for my kids. Otherwise the location is great and the house was very clean. I appreciated the bed on the first level having a trundle as well as a door at the top of the stairs for safety. The house is minimally decorated which is honestly a plus when you don’t have to worry about your kid breaking nicknacks on coffee tables. A few nice throw blankets and nicer glassware would have added to the stay though. Overall we were very happy with this property.
Top guest favorite
Two chickens can be seen pecking at colorful corn cobs placed on the grass. The home’s staircase and porch railings in the background provide a glimpse of the inviting entryway. Seasonal corn stalks and a potted mum add charm to the serene outdoor setting.
Home in East Haddam
5 out of 5 average rating, 25 reviews

Pet-Friendly Getaway in Historic East Haddam Home

Margo & PaulRating, 5 stars1 week ago
Lauren’s quaint farmhouse is peaceful and comfortable tucked down a side street in East Haddam yet close to everything. We loved the quiet neighborhood and the obvious care that Lauren put into fixing up and furnishing the charming old farmhouse.
Guest favorite
A charming home showcases a private deck adorned with planters and ample seating under a striped umbrella. Lush greenery surrounds the area, complementing the shingle-style exterior, and large windows invite natural light into the space.
Home in Westbrook
4.93 out of 5 average rating, 43 reviews

Private vacation home, close to beach

JaniceRating, 5 stars8 months ago
We loved our stay in Westbrook! Mia's lovely home exceeded our expectations in terms of decor, furnishings, cleanliness, comfortable beds, and well-stocked kitchen and bath ... all in a quiet and private setting. The house was especially well-situated for us. We had tickets for a special theater performance at Gillette Castle one evening, and then had to be in New Haven on the next day. All were easy drives. And, there are amazing fine dining options nearby. We'll definitely try to book this wonderful place any time we have events in the area. Thank you, Mia, for a magical Autumn weekend in Connecticut!

Quick stats about house rentals in Guilford

  • Total rentals

    60 properties

  • Total number of reviews

    2.8K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

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