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, 152 reviews

Nana-tucket Inn

JeremyRating, 5 stars5 months ago
We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.
Guest favorite
Home in Hopkinton
4.95 out of 5 average rating, 153 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars1 week ago
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.
Guest favorite
Home in Woodstock
4.94 out of 5 average rating, 235 reviews

Cedar Ridge: House or House+Apartment

SuzanneRating, 5 stars1 month ago
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!
Guest favorite
Home in Middletown
4.93 out of 5 average rating, 122 reviews

Modern Home w/ Pool & Game Room | Mins to Newport

RachelRating, 5 stars1 week ago
We had a grand time at Dan’s place!!! Clean, gorgeous and beautifully maintained! Highly recommend for a family planning a trip to Newport! Thank you Dan 😊
Superhost
Home in Forestdale
4.64 out of 5 average rating, 11 reviews

New Cape Escape for 10 People With Heated Pool

LaurenRating, 5 stars7 months ago
Perfect stay. Pool was amazing. Host was very responsive to everything. Great for families, Just bring socks with friction pads on the bottom so you don’t slide .
Guest favorite
Home in North Falmouth
5 out of 5 average rating, 13 reviews

New Construction Home with Pool in N. Falmouth

MichelleRating, 5 stars7 months ago
Had a great family vacation for my sisters wedding. House was perfect for our toddlers with kids room in basement. Stunning home and amenities, the perfect Cape Cod vacation home!
Top guest favorite
Home in Cotuit
4.95 out of 5 average rating, 113 reviews

Private Pool, near beaches, 3 BR/3 BA, Central Air

CamilleRating, 5 stars7 months ago
There should be more than 5 stars for this lovely property and its hosts!!! We were three couples vacationing for the first time on the Cape and this charming home was perfect for us. Conveniently located to serve as home base for many excursions we felt immediately at home. We each had our own themed bedroom with en suite bathroom and TV. All common areas including the sun porch and outdoor deck were fantastic places to gather and enjoy our time together. Our hosts were so pleasant and helpful throughout our stay. As only one example, on a rainy day the host proactively contacted us wth suggestions on things to do in the event of rain on the Cape. We so appreciated this thoughtful gesture and there were many more. When I think about it, this really sums up why we had such a wonderful time. Everything about this property speaks to how much these hosts care about their guests! Hope to return one day. Thank you!
Superhost
Home in Exeter
4.9 out of 5 average rating, 128 reviews

Nature's Nook

RaymondRating, 5 stars5 months ago
This was my second stay here with my family and just like last time, we had an amazing time. It was so peaceful and relaxing. We felt right at home and got to experience the beauty of Exeter. It would be my pleasure to make this my yearly stay for me and my family.

Weekly house rentals

Guest favorite
Home in Salisbury
4.88 out of 5 average rating, 211 reviews

Spacious waterfront free parking &Wi-fi

AnthonyRating, 5 stars5 days ago
Had a wonderful stay here, perfect location and was able to enjoy the sounds of the ocean the entire time. Would definitely recommend staying here and I’d look forward to being here again in the future. Thank you so much!
Superhost
Home in Rockport
5 out of 5 average rating, 3 reviews

Rockport Vacation Home, ocean views, 2 bed/1 bath

MiklósRating, 5 stars7 months ago
Great House with a big backyard and deck. The home is in a great location with views of the ocean. Sandy’s place was perfect for my group and I . Easy parking for 3 sedans. Piano was a nice touch and was perfectly in tune for such a humid summer.
Guest favorite
Home in Shrewsbury
5 out of 5 average rating, 12 reviews

Lake "Island" near Boston

OliviaRating, 5 stars1 month ago
Really cool place! Very peaceful and quiet!
Guest favorite
Home in Lexington
4.92 out of 5 average rating, 119 reviews

Mid-Century Modern in Historic Lexington

MichaelRating, 5 stars3 weeks ago
Great place for our coaches to meet up and sleep after a full day of coaching in Boston area. Very comfortable space. Highly recommend this home.
Guest favorite
Home in Westport
4.85 out of 5 average rating, 106 reviews

Beach Home – Family Friendly - Solar Powered

ReneeRating, 5 stars1 month ago
This house was a perfect place for our annual family gathering. There were 9 people from 16 to 83. The open space, first floor bedroom and bunk room were perfect for our group! Ciara was a great host!!
Superhost
Home in Woburn
4.88 out of 5 average rating, 135 reviews

Large 4Bed 2Bath Clean Alternative to Hotel Living

AshleeRating, 5 stars1 week ago
The apartment was as listed, and very clean, with all the amenities we needed to stay there. It was centrally located to all the areas we went to. The directions to get in were very clear. Dev was very responsive when I contacted him and it was overall a great stay.
Guest favorite
Home in Sturbridge
4.96 out of 5 average rating, 168 reviews

Cedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA

JillRating, 5 stars6 months ago
This was our second time to stay. It had a gorgeous view surrounded by beautiful trees. It was so peaceful and relaxing with everything we needed. James is so easy to work with and very responsive. Highly recommended!
Guest favorite
Home in Salisbury
4.94 out of 5 average rating, 97 reviews

Gorgeous 4 bedroom beach house. Perfect location!

LaurieRating, 5 stars1 month ago
Our stay in Salisbury was great. The house was clean and well equipped. More then enough room for our group of seven adults. So close to the beach and walking distance to the boardwalk for dinner. I would come again in the future.

Private house rentals

Guest favorite
Home in Annisquam
4.96 out of 5 average rating, 24 reviews

Beach House on a Private Beach!

StephanieRating, 5 stars4 days ago
Gabriela's beach house was so beautiful and the views were unbelievable! Right on the beach and the house had plenty of space for my family and I. She was very responsive as well! I would definitely stay again!
Superhost
Home in Swampscott
4.96 out of 5 average rating, 27 reviews

Master Suite with magnificent views of the ocean

JaimeRating, 5 stars2 months ago
We had a lovely long weekend at Natasha's gorgeous home. Spotlessly clean, with modern upgrades and appliances. The layout is a bit unusual as the house has been renovated and split into at least 2 units. Located on main road into Swampscott, with a view of the ocean (across the road) out the front windows--very beautiful even in the middle of winter! We had snow 2 out of 3 nights, and on the first of these there was a gentleman outside shoveling the driveway and back steps around noon. But by our check out time (noon) on Monday, nobody had cleared the snow. Got our car out ok, and we cleared off the back steps so we could bring our luggage out. There was conflicting info between the listing and what we were told by the owner re check-in and check out times--we messaged owner (twice) to clarify check out time and never heard back from her, so called her on check out morning--she apologized and honored the original listing. Info in owner's instruction booklet at house needs updating.
Superhost
Home in Bristol
4.78 out of 5 average rating, 27 reviews

HUGE family house. Sleeps 10+ Pool, Beach, AC

WaltRating, 5 stars10 months ago
We filled Shael's place with family for the weekend wedding of our granddaughter, and it was perfect. The wedding and reception were less than 10 minutes away and Bristol is a great little town. We weren't able to enjoy the pool due to the weather but it was beautiful, as was the whole huge house.
Superhost
Home in Marstons Mills
4.88 out of 5 average rating, 134 reviews

The Mills Retreat- 3BR/2Bath - Beach pass included

AprilRating, 5 stars4 days ago
We had a great time!!! Perfect for a nice relaxing girls weekend.
Superhost
Home in New Seabury
4.91 out of 5 average rating, 34 reviews

New Seabury home, private yard, great location

MikeRating, 5 stars6 months ago
Comfortable yet spacious home nestled in the woods of New Seabury. Great location to visit beaches and restaurants. Just minutes from Mashpee Commons and Falmouth for shopping and dining. Beautiful place, Thanks Alex!
Top guest favorite
Home in Wrentham
4.88 out of 5 average rating, 105 reviews

Backyard Oasis with Hot Tub

AndresRating, 5 stars2 months ago
A wonderful place that felt even larger than in the pictures, surrounded by beautiful scenery, offering complete privacy, and the perfect touch of a delicious hot tub experience under a snowy night.
Superhost
Home in Sandwich
4.77 out of 5 average rating, 26 reviews

Holiday in the sun!

KaylaRating, 5 stars1 week ago
Craig was awesome and extremely nice and understanding! The house was clean and one of the best I have stayed in. The location is quiet and tucked in a small neighborhood. I had the most amazing stay and would suggest this to anyone going to this location!
Guest favorite
Home in New Seabury
4.83 out of 5 average rating, 109 reviews

New Seabury Retreat. Butchart Gardens' Inspired

ErinRating, 5 stars7 months ago
Vlad’s home was a wonderful place to stay with many people! Really appreciated all the decor and attention to detail. My friends and I stayed for a wedding, and we were so glad all communication was smooth. Would definitely stay again!

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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