House holiday rentals in Westwood

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Popular amenities for house rentals in Westwood

House rentals with a pool

Guest favourite
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 favourite
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 favourite
Home in Hopkinton
4.95 out of 5 average rating, 155 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

DeanneRating, 5 stars4 days ago
Brad was very friendly and helpful. Beautiful home!
Guest favourite
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 favourite
Home in Woodstock
4.94 out of 5 average rating, 239 reviews

Cedar Ridge: House or House+Apartment

AlissaRating, 5 stars4 days 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
Top guest favourite
Home in Norwood
4.95 out of 5 average rating, 44 reviews

the house of id; vintage shop, accessible space

JasonRating, 5 stars1 week ago
Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!
Superhost
Home in Plymouth
4.89 out of 5 average rating, 121 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

EllieRating, 5 stars3 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!

Weekly house rentals

Superhost
Home in Westwood
4.83 out of 5 average rating, 86 reviews

sweet little house

WillRating, 5 stars2 months ago
This is a cute ADU within walking distance to the Route 128 station. The unit is very spacious and reasonably priced. Wuke graciously helped us out when we needed laundry detergent. We would stay here again. Only downside is that the ADU has a bit of an unfinished feel. The shower did not have a curtain, the bedroom skylight window was papered over, and there was command-strip residue leftover in a few places.
Top guest favourite
Home in Wellesley
5 out of 5 average rating, 41 reviews

Elegant Guest suite Wellesley

AndreaRating, 5 stars2 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.
Top guest favourite
Home in Holliston
4.97 out of 5 average rating, 87 reviews

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

JenRating, 5 stars2 weeks ago
If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.
Top guest favourite
Home in Norwood
4.95 out of 5 average rating, 41 reviews

The Cozy Colonial - 4 BDRM house with parking

JoanneRating, 5 stars1 month ago
This was a lovely home, and Austin did a great job making us feel welcome and answering any questions immediately. The house had everything we needed for a week’s stay. Air conditioning worked really well and especially appreciated as it was hot for a few days. Location is great, walkable to town with great restaurants and a fantastic antique market nearby. Would definitely come back!
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 favourite
Home in Medford
4.85 out of 5 average rating, 115 reviews

Queen Anne Victorian in Excellent Location

StephanieRating, 5 stars3 weeks ago
Eric’s place is a great location and he’s a wonderful host!
Guest favourite
Home in Roslindale
5 out of 5 average rating, 14 reviews

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

LeighRating, 5 stars6 days 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 favourite
Home in Brockton
5 out of 5 average rating, 34 reviews

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

MarieRating, 5 stars3 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?

Private house rentals

Superhost
Home in Stoughton
4.76 out of 5 average rating, 41 reviews

The Page Place Tranquil

JodiRating, 5 stars2 weeks ago
Lovely, clean and convenient. This place was everything as listed. We were very happy with our stay and would reccomend.
Guest favourite
Home in Dedham
4.96 out of 5 average rating, 24 reviews

Chic and Cozy Family Retreat Close to Boston

LeahRating, 5 stars1 week 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!
Guest favourite
Home in Foxborough
4.9 out of 5 average rating, 83 reviews

House 3 miles from Gillette Stadium

AllisonRating, 5 stars2 weeks ago
Pictures do not do justice...the space was much larger than we anticipated. Very clean & it had everything we needed.
Top guest favourite
Home in Bellingham
5 out of 5 average rating, 24 reviews

Peaceful lakeside retreat

JasminRating, 5 stars1 week 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 favourite
Home in Brockton
4.96 out of 5 average rating, 50 reviews

Leisure | Business| Getaway| Downtown Brockton

ValeriaRating, 5 stars5 days 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!!!!
Top guest favourite
Home in Hull
4.97 out of 5 average rating, 30 reviews

4 bd Ocean View, Dual Deck, Beach Front Retreat

ArnoldRating, 5 stars1 day ago
Great location, spacious open floor plan, and beautiful views
Guest favourite
Home in Foxborough
4.88 out of 5 average rating, 94 reviews

3 bdrm home Walk to Gillette stadium,

ShannonRating, 5 stars2 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 favourite
Home in Roslindale
4.9 out of 5 average rating, 30 reviews

Kailyn Apartment Boston, Massachusetts

AngelaRating, 5 stars1 week ago
Egla’s place was great for our overnight stay! Communication was excellent! It was very clean, quiet, and comfortable. We appreciated the provided snacks and beverages. Thanks for a great stay!

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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  3. Massachusetts
  4. Norfolk County
  5. Westwood
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