House holiday rentals in Westwood

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Popular amenities for Westwood house rentals

House rentals with a pool

Guest favourite
Home in North Andover
4.93 out of 5 average rating, 153 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 favourite
Home in Middletown
4.95 out of 5 average rating, 63 reviews

Secluded Oasis w/ Heated Pool - 10 mins to Newport

GregRating, 5 stars6 months ago
My family and I had a fantastic stay at Za’s with our 1 year old. Cant wait to visit again in the summer!
Guest favourite
Home in Hopkinton
4.95 out of 5 average rating, 153 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars2 weeks 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 favourite
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 favourite
Home in Middletown
4.93 out of 5 average rating, 123 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 favourite
Home in North Falmouth
5 out of 5 average rating, 14 reviews

New Construction Home with Pool in N. Falmouth

TaylorRating, 5 stars2 days ago
This house was stunning! So beautiful and more than enough space for our group of 10. I’d definitely recommend staying here if you’re going to Cape Cod. It was a quick drive for us to bars/ restaurants/ stores, and a great house to stay in and entertain.
Top Guest favourite
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!

Weekly house rentals

Guest favourite
Home in Middletown
4.91 out of 5 average rating, 47 reviews

Aug 17-24 Open. Walk to beach, lg deck

JamieRating, 5 stars6 months ago
This airbnb was so unique and it surpassed my expectations in every way. The location was unbeatable with downtown Newport just 10 minutes in driving distance. The rooftop deck overlooked the bay and we got to share a beautiful sunset each night. The inside of the home had ample space for each member of our group, and provided enough privacy for each of us whilst also giving us plenty of shared spaces. The inside of the home was spotless and inviting. Sara was responsive, accommodating, and helpful each step of the way. My stay in Middletown/Newport was unforgettable. The history, charm, and natural beauty of this area is one of a kind. I can not wait to return.
Guest favourite
Home in Salisbury
4.88 out of 5 average rating, 213 reviews

Spacious waterfront free parking &Wi-fi

PamRating, 5 stars2 days ago
We had a wonderfully relaxing ladies weekend to celebrate my retirement. Diana's place was extremely clean and comfortable with a spectacular view from the private covered porch. We had everything we needed and felt right at home. Thank-you for sharing your lovely home with us!
Top Guest favourite
Home in Newport
4.97 out of 5 average rating, 202 reviews

The Newport Cottage.Perfect Location/Comfort/Style

MichaelRating, 5 stars2 weeks ago
Loved our stay in Newport! This was the perfect spot for our large family right in the heart of everything. Host was great! Gave great instructions and recommendations! We will definitely be back.
Guest favourite
Home in Middletown
4.85 out of 5 average rating, 111 reviews

Walk to beach from adorable vintage cottage.

ChanelRating, 5 stars9 months ago
Perfect location and adorable home
Guest favourite
Home in Lexington
4.92 out of 5 average rating, 119 reviews

Mid-Century Modern in Historic Lexington

MichaelRating, 5 stars1 month 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 favourite
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!!
Guest favourite
Home in Middletown
4.84 out of 5 average rating, 135 reviews

Between Two Beaches - for Six and Family Sprawl

DougRating, 5 stars6 months ago
Tom's a great host. The house was exactly as described. You were in a real, lived-in home that reflects the care of Tom the owner. (Unlike some of those corporate AirBNB homes that have zero personality) Very clean and has lots of thoughtful touches for guests. Would be great for a family because of the yard and playset. A throwback beach house in a quiet neighborhood of similar homes. We were 6 adults there for the Newport Marathon. And felt comfortable and not too crowded staying there for the weekend. 10-minute walk to 1st beach where the race started which was perfect. Would stay again. Thanks!
Superhost
Home in Woburn
4.88 out of 5 average rating, 136 reviews

Large 4Bed 2Bath Clean Alternative to Hotel Living

AshleeRating, 5 stars2 weeks 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.

Private house rentals

Guest favourite
Home in Annisquam
4.96 out of 5 average rating, 25 reviews

Beach House on a Private Beach!

ChelseaRating, 5 starstoday
A family vacation that I will always cherish. I've stayed at a lot of air bnbs and this one was stocked the best of all I've been to with the easiest checkout process I've ever experienced as well. I agree with all other 5 star reviews but would like to add that my kids 9, 7, and 5 especially loved climbing the huge rocks surrounding the harbor. Thank you for hosting us!
Top Guest favourite
Home in Narragansett
4.97 out of 5 average rating, 38 reviews

Vacation ranch home, near beaches/river.

JamieRating, 5 stars8 months ago
We had such a great family vacation in Narragansett! Laura was very responsive and accommodating! Highly recommend her home!
Superhost
Home in Shrewsbury
4.92 out of 5 average rating, 13 reviews

Lake "Island" near Boston

OliviaRating, 5 stars1 month ago
Really cool place! Very peaceful and quiet!
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 stars1 week ago
We had a great time!!! Perfect for a nice relaxing girls weekend.
Top Guest favourite
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 stars2 weeks 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 favourite
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

  • Wi-Fi availability

    30 properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Norfolk County
  5. Westwood
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