
House vacation rentals in Guilford
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Top-rated house rentals in Guilford
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Popular amenities for Guilford house rentals
House rentals with a pool

Casino Wine Down House
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!

Homestead Near Mystic, Casinos & Beaches
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!!

Private Oasis W/Stunning Vinyard and Pool Views
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!

Pool House
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!

Midcentury Modern ZenHouse Sculptor Studio
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.

Secluded Farmhouse - Studio Apartment Style Unit
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.

Exclusive Sag Harbor Compound
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.

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
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

Beach House in Private Community on LI Sound
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!

Beach Home & Garden Paradise
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.

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

Stylish Modern Home, 4-Bedroom, Madison CT
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.

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

The Farmhouse Stay
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

The Eagle- Private Beach
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!

The Doll House
What a great little get away place. Clean and very private. Hope to be back soon. Would highly recommend staying there.
Private house rentals

Cozy beach cottage close to everthing
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!

King Suite with Private Bath and Private Entrance
Great location, just down the street from the beach! Branford was a short drive, great shops and restaurants.

The Jewel of The Cove - Historic Coastal Retreat
Edward made the stay easy and we were very comfortable. House is lovely and very very clean. Would stay at the house again!

Trail-side Haven Retreat! Pet friendly
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.

Beautiful 3 bedroom shoreline house
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.

Direct Beachfront Modern Cottage on Private Beach
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.

Pet-Friendly Getaway in Historic East Haddam Home
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.

Private vacation home, close to beach
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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- Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- TPC River Highlands
- Shinnecock Hills Golf Club
- Ocean Beach Park
- Walnut Public Beach
- Thunder Ridge Ski Area
- Woodmont Beach
- Jennings Beach
- Amagansett Beach
- Bushnell Park
- Groton Long Point Main Beach
- Seaside Beach
- Silver Sands Beach
- Groton Long Point South Beach
- Quotonset Beach
- Sherwood Island State Park
- Calf Pasture Beach
- Heckscher State Park