House vacation rentals in Westwood

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Popular amenities for Westwood house rentals

House rentals with a pool

Guest favorite
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars3 weeks ago
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.
Top guest favorite
Home in Newton
5 out of 5 average rating, 19 reviews

Villa with private Pool in Boston's Elite Enclave

JonRating, 5 stars3 weeks ago
Great option when staying in Newton and right down the street from an incredible entrance to a hiking trail. Serge was a great host and kept us informed the entire trip.
Guest favorite
Home in Hopkinton
4.95 out of 5 average rating, 155 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

DeanneRating, 5 stars1 week ago
Brad was very friendly and helpful. Beautiful home!
Guest favorite
Home in Worcester
4.96 out of 5 average rating, 101 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

XufengRating, 5 stars3 weeks ago
From the moment we arrived, we felt completely at home thanks to the incredibly warm and welcoming hosts, Tania and Glenn. They went above and beyond to make our stay comfortable, offering great local tips and always greeting us with a smile. Their hospitality truly made a difference. The home itself is absolutely stunning—beautifully designed, impeccably clean, and filled with thoughtful touches that made it feel extra special. Whether we were enjoying a quiet morning coffee or relaxing in the cozy living area after a day of exploring, everything was perfect. This was one of the best Airbnb experiences we've ever had. If you're lucky enough to find availability here—book it! You won't regret it. Thank you, Tania and Glenn, for a truly unforgettable stay! 💛
Guest favorite
Home in Woodstock
4.94 out of 5 average rating, 239 reviews

Cedar Ridge: House or House+Apartment

AlissaRating, 5 stars1 week ago
We LOVED: 1) The location! The driveway is long & sand/gravel but you could drive it in a sedan fine. 2) The amenities! The pack n play was a HUGE lifesaver! 3) This location is mostly child friendly. 4) The view is phenomenal! When we woke up & opened the curtains for the first time, we were in awe! 5) The host was extremely helpful. The hot water went out once, but she was over in 5 minutes to fix it. Some feedback: 1) The windows in the ceiling in the master bed! They're HUGE and BRIGHT. 2) The bugs. Ants. Spiders. It was a struggle. NOW I WILL SAY - I brought this up to the host on day 3 and they were more than willing to come help how they could. The house is located in the middle of the forest, but it was a lot. If it weren't for an m&m left under the nightstand in the bedroom by a previous guest, it probably wouldn't have been so bad. 3) the coffee maker was pretty rough when we got there.. a simple over site by the crew. Overall, I would definitely consider this location again
Superhost
Home in Plymouth
4.89 out of 5 average rating, 121 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

EllieRating, 5 stars4 weeks ago
This house was spectacular. More amenities than I would have ever thought of. Gorgeous interior and exterior. The surrounding neighborhood is in need of regentrification but it’s extremely safe and quiet. Once in the home., it’s an oasis. Probably the best Airbnb I’ve stayed in (sample size about 10) Tony is extremely responsive and helpful. This was the perfect home for my daughter’s bridal party to get ready in and shoot pre wedding photos in. Also amazingly comfortable for my large family to stay in for the long weekend.
Superhost
Home in Canton
4.88 out of 5 average rating, 25 reviews

Hidden Gem near Boston w/ Private lake access

RachaelRating, 5 stars1 month ago
Absolutely incredible stay. The host was very helpful. The house is absolutely beautiful, and the lake is stunning. The basement was so so fun- darts, ping pong, billiards, and more games. We miss the house already!
Guest favorite
Home in Waltham
4.9 out of 5 average rating, 50 reviews

Quiet/Private Neighborhood

ElmerRating, 5 stars1 week ago
Hands down one of the best Airbnbs my family and I have stayed in! We didn't want to leave this place. To top it off, Michelle is a great host. 5/5 rating for sure!

Weekly house rentals

Top guest favorite
Home in Wellesley
5 out of 5 average rating, 41 reviews

Elegant Guest suite Wellesley

AndreaRating, 5 stars5 days ago
We had a great stay. This home has all the comforts of home and is conveniently located. The host is wonderful and gracious and communicates back almost instantly with answers to questions. The shower was fantastic and the espresso maker and pods were better than ours at home. Linens and everything about this home feels upscale and luxurious. There's a little traffic noise during the day but the high quality windows keep it pretty quiet and it's quiet at night. Lots of great shops and restaurants nearby and easy easy to get everywhere. So green and pretty too. We really enjoyed our stay.
Guest favorite
Home in Dedham
4.96 out of 5 average rating, 24 reviews

Chic and Cozy Family Retreat Close to Boston

LeahRating, 5 stars2 weeks ago
My family and I traveled from Florida for my nephew’s graduation. Davidson’s place was perfect for our family of six. It was very modern and very spacious! The beds were very comfortable. Davidson was very responsive! We will definitely stay again when we visit the area. Thank you for a wonderful stay!
Top guest favorite
Home in Holliston
4.97 out of 5 average rating, 88 reviews

All New Private Country Setting (2 Level-No Share)

SusanRating, 5 stars1 week ago
We had a great stay in this beautiful retreat in the woods in beautiful Holliston. We were 4 adults and 1 teenager and there was plenty of space. The home was furnished with comfortable furniture, there was a lovely patio and lawn area with a very functional gas grill. All shops are nearby and we had a blast at a nearby pub filled with sports memorabilia (we were going to a Red Sox game). The home was spotless with anything you could possibly need-including a small cooler for a pic ice. Communicating was almost instantaneous with the hosts. We highly recommend this home for a stay.
Guest favorite
Home in Roslindale
4.99 out of 5 average rating, 76 reviews

Upscale Boston 2 BR w/ Off Street Parking

LindaRating, 5 stars2 weeks ago
Pristine clean, great beds, comfortable, onsite parking, safe
Superhost
Home in Dedham
4.62 out of 5 average rating, 29 reviews

(F3) For Family and Friends

CaraRating, 5 stars4 months ago
Home is clean and convenient. Served as a perfect launching pad for my family's fulfilled weekend!
Guest favorite
Home in Roslindale
5 out of 5 average rating, 14 reviews

New modern cozy 3BR condo: free parking&near train

LeighRating, 5 stars1 week ago
This is a great place in a quiet and extremely walkable neighborhood. We especially appreciated the private, off-street parking. I’d definitely stay here again!
Top guest favorite
Home in Brockton
5 out of 5 average rating, 34 reviews

Last-Minute Deal: Spacious, Deluxe and Cozy Stay!

MarieRating, 5 stars6 days ago
⭐️⭐️⭐️⭐️⭐️ 5/5 – A Perfect Stay with a Wonderful Host! I had an outstanding experience staying at Joe’s Airbnb on Herrod Ave in Brockton. From the moment I arrived, it was clear that Joe is a thoughtful and attentive host who genuinely cares about her guests' comfort and experience. The home was spotless, beautifully maintained, and exactly as described, if not better. Every detail was thoughtfully arranged, from the cozy linens and fully stocked kitchen to the fast Wi-Fi and quiet surroundings. The neighborhood is peaceful and safe, and it's conveniently located near shops, restaurants, and major routes. Joe was incredibly welcoming and responsive throughout my stay. She made sure I had everything I needed, offered great local tips, and went above and beyond to ensure I felt right at home. Whether you're visiting Brockton for business or leisure, I can't recommend this place enough. If you’re lucky enough to find availability here, don’t hesitate, book it! Thank you again, Joe?
Superhost
Home in Walpole
4.73 out of 5 average rating, 67 reviews

Easy access to highway

EllenRating, 5 stars2 days ago
This house was perfect for our need. Driving distance to several towns with good restaurants. There is a beautiful park across the street that is great for walking. I felt very safe in the neighborhood. Yao responds quickly to your questions.

Private house rentals

Top guest favorite
Home in Jaffrey
4.97 out of 5 average rating, 76 reviews

Willow Falls Home ~Hot tub & Waterfront

JoyRating, 5 stars2 weeks ago
Such an amazing place to stay - easy to get to surrounding towns and local attractions but the physical location and the space lends itself to such a beautiful tranquility and peace we could feel ourselves relaxing the minute we got out of the car. Everything we could have wanted was provided, including a washer and dryer, the beds were so very comfortable, and being able to soak in the hot tub beneath the stars after a long day was just an added bonus. We were so grateful to be able to be in this space for about a week and hope to be able to rerun in the future!
Guest favorite
Home in Foxborough
4.9 out of 5 average rating, 84 reviews

House 3 miles from Gillette Stadium

RichardRating, 5 stars1 day ago
Right from the time we entered the until we closed the door upon exiting, everything was wonderful. Anthony didn't miss a beat; from a great selection of coffees, to a refrigerator with lots of goodies and necessities, plenty of clean, beautifully folded towels, accessible TV, beautiful backyard, and a very comfortable environment.
Top guest favorite
Home in Bellingham
5 out of 5 average rating, 24 reviews

Peaceful lakeside retreat

JasminRating, 5 stars2 weeks ago
I booked the lakehouse for 4 nights to celebrate our daughter’s birthday. It was the perfect and relaxing celebration which was what we needed. The lakehouse was so beautiful, so quiet, peaceful, cozy and so relaxing. We just felt right at home. The instant we walked in and saw the view of the lake from the kitchen and living room we felt so relaxed right away. The home had everything you needed and was great place to unwind and relax. It was so clean, pristine and had all the necessities you needed. The home was decorated nicely showing their travels which we loved. The beds were so cozy, nice and comfortable, it felt like it hugged you. They had an office room that had a bed which was perfect for me to work from. We loved the lakehouse so much that we were sad to leave. But we will definitely be back. Haley was great, no wonder she is a superhost. She was so accommodating, responsive and so friendly. Thank you Haley for a great stay. We can’t wait to come back again.
Guest favorite
Home in Brockton
4.96 out of 5 average rating, 50 reviews

Leisure | Business| Getaway| Downtown Brockton

ValeriaRating, 5 stars1 week ago
Immaculate home with everything provided and so easy to just arrive and feel at home. Sheets and towels were immaculate and clean so was the rest of the home!!!!!! Beautifully decorated!!!!
Superhost
Home in Greater Mattapan
4.94 out of 5 average rating, 34 reviews

The Enchanted Red Doors

MichaelRating, 5 stars1 month ago
Clean, comfortable, great location/spot.
Guest favorite
Home in Foxborough
4.88 out of 5 average rating, 94 reviews

3 bdrm home Walk to Gillette stadium,

ShannonRating, 5 stars3 weeks ago
Mornette was a great host and I highly recommend staying at her lovely home if attending any concerts or events at Gilette or just wanting to get away. Mornette home is in a very quiet neighborhood but walkable to any activity near Gillette.
Guest favorite
Home in Roslindale
4.91 out of 5 average rating, 32 reviews

Kailyn Apartment Boston, Massachusetts

KristopherRating, 5 stars1 day ago
This was the perfect place to stay if you are going to be in Boston! Clean, quite and comfortable. Even had some snacks and drinks for us. Parking and using public transportation was great too!
Guest favorite
Home in Randolph
4.98 out of 5 average rating, 54 reviews

Convenient and spacious Home w/ 4BR 2.5BA

LloydRating, 5 stars3 weeks ago
My first Airbnb experience. All went well. Hopefully any future experiences will live up to the high standard that Roger has set. Will stay there again if the opportunity arises. Great experience. Thanks Roger!!

Quick stats about house rentals in Westwood

  • Total rentals

    40 properties

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore

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  5. Westwood
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