House vacation rentals in Woodbridge

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Popular amenities for Woodbridge house rentals

House rentals with a pool

Guest favorite
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars1 month ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Top guest favorite
Home in North Fork
4.97 out of 5 average rating, 31 reviews

NorthFork FarmHouse, Amazing Pool, Beach,Vineyards

ashleyRating, 5 stars1 month ago
We had a great weekend in Mattituck! The house is in a great location close to the vineyards and we enjoyed relaxing in the beautiful backyard. It was a quiet and a peaceful escape from the city. Fabio was also a kind and informative host.
Guest favorite
Home in Wolcott
5 out of 5 average rating, 5 reviews

Amazing Oasis Private Pool, BBQ, Pool Table.

AmandaRating, 5 stars1 week ago
Glenda was friendly and had great communication from Start to Finish. This was a nice location for a family fun weekend. Although the drive is close enough to stores if you need anything (target/stopnshop/bjs etc), the property is in a quiet and safe neighborhood. The yard is a great place to hang out and relax with the fire pit or have fun in the pool. And when the weather was crappy the pool table and hanging out in the basement den was nice. Everything in the house is labeled and easy to find. We enjoyed the space and would definitely recommend. Thanks again! 😊
Superhost
Home in Woodmont
4.84 out of 5 average rating, 91 reviews

Spacious 4 bedroom, oasis with ocean views galore

ChrissyRating, 5 stars1 week ago
We had a wonderful girls weekend at Allana’s house by the sea! When we had a small incident with the keypad, Allana was quick to answer my call and resolve the issue no problem. Everything was clean and beautiful! We especially enjoyed the screened in porch in the back to enjoy our meals. The view from the master bedroom and deck is incredible! We highly recommend and will be back!
Top guest favorite
Home in Roxbury
5 out of 5 average rating, 17 reviews

Bright Mid-Century Modern Retreat-90 min from NYC

SidRating, 5 stars4 months ago
My family and I had a wonderful weekend at the house. The house is beautiful and was extremely clean when we arrived. Luiz kindly left a sled for my kids to use in the yard. There is plenty of outdoor space and the yard has a good deal of privacy. There are two bedrooms and a den/office with a TV. The kitchen has everything we needed. Luiz was very easy to communicate with.
Guest favorite
Home in North Fork
4.97 out of 5 average rating, 156 reviews

Secluded Farmhouse - Studio Apartment Style Unit

AmyRating, 5 stars1 day 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
Home in Redding
4.88 out of 5 average rating, 16 reviews

Meeker Hill House - Country Escape w/ Heated Pool

RoryRating, 5 stars8 months ago
Our stay was stunning. The location is quiet and peaceful yet close enough to the town to get what you may need. The home itself is absolutely gorgeous. It’s clean, the layout is beautiful, and the views are out of this world. A truly incredible place to stay. The beds were very comfortable, the kitchen was perfect, and each room has a full bath which was great for our family. Overall highly recommend
Top guest favorite
Home in Madison
5 out of 5 average rating, 37 reviews

Waterfront Beach House with pool

Andrew & HeatherRating, 5 stars1 week ago
Meaghan was a wonderful host who was very prompt, kind, and respectful of privacy. The house itself was stylish, comfortable, and modern while being kid friendly which is a tough thing to achieve in any home let alone an Airbnb. The view from the house was an absolute highlight! We had a great time!

Weekly house rentals

Guest favorite
Home in North Branford
4.92 out of 5 average rating, 12 reviews

The Gait House at High Gait Farm

AllisonRating, 5 stars3 days ago
Lori was an incredible host with excellent communication. Her home is charming and comfortable and she left us so many nice personalized touches. Would recommend to anyone visiting the area!
Superhost
Home in West Haven
4.83 out of 5 average rating, 42 reviews

The Seabreeze

JulieRating, 5 stars6 months ago
Beautiful sunrise/sunset from living room. Very quiet. Joann very responsive.
Superhost
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!
Top guest favorite
Home in Woodmont
5 out of 5 average rating, 97 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars2 weeks ago
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!
Top guest favorite
Home in Woodmont
4.99 out of 5 average rating, 76 reviews

Seaside Cottage: water views, walk to beaches!

JohanRating, 5 stars1 month ago
We had a great stay here! It's homely, everything is well stocked, and Ken is very helpful. We would love to stay again.
Superhost
Home in West Haven
4.79 out of 5 average rating, 14 reviews

UNH Home Base 10 minutes from beach

KirstyRating, 5 stars2 weeks ago
This AirB&B was great! Four of us and a dog stayed and it was perfect for all of us! Great location
Top guest favorite
Home in Milford
4.98 out of 5 average rating, 54 reviews

Luxe Beach House | 3 Bd-King | Chef Kitchen | 4 TV

LeahRating, 5 stars1 day ago
What a great place to stay! Beautiful view from the house, which was also gorgeous. Well decorated and clean! A short drive into town where there are a ton of great restaurants. Loved how easy it was to get to the beach from here as well.
Guest favorite
Home in Derby
4.88 out of 5 average rating, 24 reviews

A whole house Cozy Charming tranquility

GabrielRating, 5 stars5 months ago
Such a cool house built up high on the hillside. Gorgeous views and lots of outdoor deck space. Great central living space on the second floor for you and your party to eat, play cards, watch movies etc!

Private house rentals

Guest favorite
Home in Milford
4.9 out of 5 average rating, 49 reviews

Bobby's Beach Bungalow

MichaelRating, 5 stars2 weeks ago
Good location. Walking distance to restaurants, beach, and other entertainment.
Superhost
Home in West Haven
4.87 out of 5 average rating, 70 reviews

McAngel Haven: 5 mins from Yale

RebaRating, 5 stars2 weeks ago
We enjoyed our stay at this spacious and clean house. Our family had a remarkable stay. Angela was great!
Superhost
Home in East Haven
4.92 out of 5 average rating, 49 reviews

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

CynthiaRating, 5 stars1 week ago
We were celebrating our 40th Anniversary so we wanted to treat ourselves to a stay at a beach house and this choice did not disappoint. Our stay was amazing; all the stress melted away the second we walked in this home. The view was spectacular and I really wished I could have taken the view from the huge kitchen window home with me. Owners were very quick to respond to any of our questions. Water was very refreshing, not freezing cold like back home in MA. Bistro Mediterranean & Tapas Bar in East Haven was a hidden jewel. We went there several times because there were so many yummy choices (and the prices were very reasonable). There is a small airport nearby so it was really cool watching the planes glide over the house. It was very hard to leave our home away from home and we will definitely be renting again in the near future.
Guest favorite
Home in Bridgeport
4.9 out of 5 average rating, 50 reviews

Lavish retreat near downtown

LauraRating, 5 stars3 weeks ago
we love the place, Natalie was always communicative and helpful. well equipped the apartment definitely 100% recommended to anyone.
Top guest favorite
Home in Milford
4.97 out of 5 average rating, 37 reviews

Modern Beach Mood!

ElizabethRating, 5 stars1 month ago
Great spot in a great location! Cole was flexible and communicative. Would love to stay again next time I’m in Milford!
Top guest favorite
Home in New Haven
5 out of 5 average rating, 68 reviews

3BD w/ Hot Tub + FRER EV | Close 2 Beach +Yale

MarthaRating, 5 stars1 week ago
A lovely cozy home!!! We were in town for a lacrosse tournament and it was so nice to come back to the house and relax after a long day on the fields- also a very well stocked kitchen to make food. A nice running/walking path at the park down the road too. Annie gave lots of recommendations and responded immediately when I reached out. An excellent home and an excellent host. Couldn’t ask for anything better!!!
Guest favorite
Home in East Haven
4.95 out of 5 average rating, 41 reviews

Direct Beachfront Modern Cottage on Private Beach

MacKenzieRating, 5 stars4 weeks 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.
Superhost
Home in New Haven
4.77 out of 5 average rating, 70 reviews

Cozy apartment feel at home

BrittanyRating, 5 stars4 weeks ago
Great spot super close to everything we needed to go to. It was so cozy that we ended up sleeping through a bunch of our plans 😂 appreciate having pet friendly places like this since we like to travel with our pups. It was clean and quiet for being attached to another residence.

Quick stats about house rentals in Woodbridge

  • Total rentals

    30 properties

  • Total number of reviews

    850 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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