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House holiday rentals in Woodbridge

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Popular amenities for house rentals in Woodbridge

House rentals with a pool

Superhost
Home in Litchfield
4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

CrystalRating, 5 stars9 months ago
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.
Guest favourite
Home in Stony Brook
4.93 out of 5 average rating, 535 reviews

Spacious Studio Apartment- near SBU

ElizabethRating, 5 stars2 weeks ago
Gabby’s apartment is exactly as described. It is in a great location. Very close to Stoney Brook Village. We enjoyed walking to get our morning coffee. The apartment was very well stocked and spotless. Gabby thought of everything we could have possibly needed. We hope to be back next year!
Superhost
Home in The Hamptons
4.94 out of 5 average rating, 131 reviews

Peaceful Retreat in Immaculate Architect’s House

JessikahRating, 5 stars1 month ago
Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!
Guest favourite
Home in The Hamptons
4.96 out of 5 average rating, 106 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

JessicaRating, 5 stars3 weeks ago
Great spot in Hampton Bays! The house was as described and in a very cute and walkable neighborhood. Super close drive to the beach and a couple of local restaurants and eateries. Loved how private the spot felt too! David’s done a wonderful job with the backyard, so you get the comfort of having close neighbors without the intrusiveness. Pool was awesome. We definitely enjoyed it!
Top guest favourite
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars3 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Guest favourite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars1 week 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 favourite
Home in North Fork
4.97 out of 5 average rating, 154 reviews

Secluded Farmhouse - Studio Apartment Style Unit

JosephRating, 5 stars1 week ago
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.
Top guest favourite
Home in The Hamptons
4.98 out of 5 average rating, 128 reviews

Beach House Feel - newly renovated backyard Oasis

JessRating, 5 stars3 days ago
Christine's place was nice and clean! We especially loved the fire pit and the pool. Upon arrival of the AirBNB Christine was waiting to meet us and show us around. This was something that was new to me in my AirBNB experience, but it was honestly so nice and so was she! Christine let me know that I could communicate with her for anything that was needed and asked for recommendations to make her place better. This place was so well-equipped, close to everything and it comfortably fit me and my 6 other friends! I would definitely book again with Christine.

Weekly house rentals

Superhost
Home in North Branford
4.9 out of 5 average rating, 10 reviews

The Gait House at High Gait Farm

NancyRating, 5 stars2 weeks ago
Lori was very accommodating to us with early check in. The beds were super comfortable, and I was so happy to see that she had two king sized beds and one queen! Perfect for our family. Beautiful linens, tons of comfy white towels in the bathrooms. Really a great place to stay that I would highly recommend.
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.
Guest favourite
Home in West Haven
4.96 out of 5 average rating, 45 reviews

Westshore Luxury

MatthewRating, 5 stars1 week ago
You, was great. Traveling through and not knowing much about the area. Yu gave us so much helpful information. Be sure to ask Yu about their great restaurant in New Haven.
Top guest favourite
Home in Milford
5 out of 5 average rating, 96 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars1 week 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 favourite
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!
Superhost
Home in North Haven
4.83 out of 5 average rating, 35 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.
Top guest favourite
Home in East Shore
5 out of 5 average rating, 67 reviews

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

ShebellRating, 5 stars1 week ago
Wow, I don’t even know where to start! My family and I just had the most incredible time celebrating my niece's 21st birthday. From the moment we arrived, Annie blew us away as the ultimate host! The house was decked out with beautiful decorations that truly made the surprise unforgettable. And guess what? She even had a magnificent birthday cake waiting for us! The house itself was absolutely gorgeous and so inviting. We felt right at home with an abundance of linens, towels, and toiletries—perfect for a group of five women! The jacuzzi was a dream, and the grill was all set for us to fire up some delicious meals. Plus, the kitchen was stocked with all the essentials and some delightful extras! Annie was always quick to respond to our questions, which made everything even easier. We were thrilled to find beach necessities already available, so we didn’t have to worry about bringing our own. There’s so much more I could rave about, but overall, this stay was amazing.
Superhost
Home in New Haven
4.77 out of 5 average rating, 69 reviews

Cozy apartment feel at home

BrittanyRating, 5 stars3 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.

Private house rentals

Superhost
Home in West Haven
4.87 out of 5 average rating, 70 reviews

McAngel Haven: 5 mins from Yale

RebaRating, 5 stars1 week ago
We enjoyed our stay at this spacious and clean house. Our family had a remarkable stay. Angela was great!
Superhost
Home in Milford
4.83 out of 5 average rating, 90 reviews

Spacious 4 bedroom, oasis with ocean views galore

ChrissyRating, 5 stars3 days 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 favourite
Home in Newtown
5 out of 5 average rating, 15 reviews

A nestled retreat on 15 acres

SusanRating, 5 stars1 week ago
We loved this house, it's beautiful inside and out. We watched deer in the early morning and had a dozen or more flowering trees dotting our view. The house is immaculate, and the kitchen is a dream for prepping and cooking. We were able to visit Yale, ocean beaches, wonderful restaurants, and ran into two farmers markets full with welcoming artists.. we had a rainy evening and enjoyed listening to the rain while we read. It's a great location if you want to do a Gilmore Girls weekend. If you know, you know. Thank you Kathleen for sharing your home.
Top guest favourite
Home in Milford
4.99 out of 5 average rating, 76 reviews

Seaside Cottage: water views, walk to beaches!

JohanRating, 5 stars4 weeks 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.
Top guest favourite
Home in Milford
4.98 out of 5 average rating, 52 reviews

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

KarenRating, 5 stars1 week ago
The house is gorgeous and lived up to its description. The Master Bedroom has wonderful views over the wetlands with lots of opportunities for birdwatching from the outside deck or from the nature reserve at the end of the street. The smart TVs worked brilliantly and we were able to log into all our accounts easily and pick up watching home favourites. We enjoyed a peaceful and thoroughly enjoyable few days in this lovely location and would happily recommend this property to our friends.
Top guest favourite
Home in Milford
4.99 out of 5 average rating, 95 reviews

2 Bedroom with sweeping views of Long Island Sound

NikkiRating, 5 stars2 weeks ago
Stayed here with another couple over the weekend for a wedding - this place was perfectly suited for us! Just wish the weather had been better so that we could’ve enjoyed the deck more as it is overlooking the sound! We were all saying, as we checked out this morning, that if we end up in town again, we would absolutely stay here if it were available!
Top guest favourite
Home in Watertown
4.96 out of 5 average rating, 26 reviews

Carriage House on Smith Pond!

BetsyRating, 5 stars2 days ago
By far one of the nicest air B&B’s we’ve stayed in. Beautifully renovated carriage house on an incredible piece of property. Todd and Janet warmly welcomed us with their chickens’ fresh eggs, fruit and muffins. Kitchen was well equipped for preparing meals and we enjoyed dining al fresco while hawks flew and deer ran across the fields. Upstairs is a comfortable bed with nice linens and a large bathroom. This is a real gem! We hope to return in the future.
Guest favourite
Home in Milford
4.94 out of 5 average rating, 33 reviews

Charming 3 bedroom Beach Front Cottage

AlanRating, 5 stars3 weeks ago
Great weekend! The house is located, right on the water. The layout is perfect for our group, 4 kids 6 and under, parents and grandparents. We would stay here again.

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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