Holiday rentals in Westwood

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Top-rated holiday rentals in Westwood

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest suite in Sharon

4.97 out of 5 average rating, 142 reviews

Cozy Lakeview Guesthouse

This Lakeview Guesthouse is private and stunning! It has its private entrance, deck, and parking. It features 1 bedroom with a Queen Bed, TV, with a sliding door that opens to a deck. The living room has a view of the Lake and a smart TV. The bathroom includes a tub (not a jacuzzi) and sitting on bench shower. The kitchen is fully equipped with stainless steel appliances. Guests have access to the lake, via beach pass during the summer. During the winter you can skate at your own risk.

27 Feb – 6 Mar

£165 per night
Guest favourite

Guest suite in Wellesley

4.98 out of 5 average rating, 210 reviews

Spacious Private Entrance Master Bedroom/Bath

Private entrance master bedroom w/exclusive use of attached master bathroom. Studio apartment-like room w/private exterior staircase entrance. Walk to Wellesley College, town center, commuter rail, restaurants, stores, Whole Foods. Short drive to Babson. Sizable room, tasteful decor, king bed, sitting area, microwave, fridge (no TV). High-speed wifi, deck, situated amongst the treetops. Safe suburban neighborhood. Walk/jog trails, tennis courts, walk to spa/gym/yoga w/reasonable day fees.

13–20 Dec

£137 per night
Superhost

Flat in Dedham

4.81 out of 5 average rating, 850 reviews

Hidden Gem Near Boston w/ 2 bedrooms HighSpeedWifi

Our place is close to LegacyPlace w/ shopping, restaurant, cinema, bowling, whole foods. Less than 10 minutes to Trillium Brewing. 4-5 minutes walk to Train Station, around 20 min commute to Boston. Separate entrance, living room, big play room, full bath, fully equipped kitchen. Free Washer & Dryer. High speed internet. Off street parking and quiet residential neighborhood. Close to highway. Well finished halfbasement over 1300 Sqft with entertainment and exercises space. High speed WiFi

17–24 Dec

£127 per night

Popular amenities for Westwood holiday rentals

Stay near Westwood's top sights

Legacy Place62 locals recommend
Dedham Mall5 locals recommend
Wegmans9 locals recommend
Showcase Cinema de Lux Legacy Place11 locals recommend
Legal C Bar8 locals recommend
50's Diner3 locals recommend

Other great holiday rentals in Westwood

Guest favourite

Guest suite in Brookline

4.88 out of 5 average rating, 178 reviews

Brookline Home with a Garden

19–26 Jun

£136 per night
Guest favourite

Home in Norton

4.9 out of 5 average rating, 173 reviews

THE RED HOUSE - Entire Private Home

5–12 Apr

£128 per night
Guest favourite

Flat in Newton

4.95 out of 5 average rating, 146 reviews

Sunny, private, comfortable 1 bedroom-convenient.

8–15 Nov

£146 per night
Guest favourite

Flat in Newton

4.91 out of 5 average rating, 263 reviews

Conveniently Located Private Garden Apartment

9–16 Sept

£153 per night
Superhost

Home in Canton

4.85 out of 5 average rating, 143 reviews

3 bedroom impeccable private home, quiet street

4–11 Dec

£172 per night
Guest favourite

Guest suite in Newton

4.98 out of 5 average rating, 551 reviews

Spacious suite with private entrance, parking spot

17–24 Aug

£123 per night
Guest favourite

Guest suite in Watertown

4.92 out of 5 average rating, 261 reviews

Private 1BR Pied-a-terre

9–16 Aug

£87 per night
Guest favourite

Guest suite in Boston

4.96 out of 5 average rating, 201 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

5–12 Mar

£133 per night
Guest favourite

Flat in Newton

4.95 out of 5 average rating, 222 reviews

Convenience Penthouse Suite W/Parking in Newton

23–30 Apr

£133 per night
Guest favourite

Guest suite in Sherborn

4.97 out of 5 average rating, 235 reviews

Entire Historic Carriage House with Fireplace & AC

9–16 Jun

£174 per night
Guest favourite

Flat in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

23–30 Sept

£117 per night
Guest favourite

Guest suite in Norwell

4.95 out of 5 average rating, 258 reviews

Private suite South Shore

30 Apr – 7 May

£111 per night

Quick stats about holiday rentals in Westwood

Total rentals

50 properties

Popular amenities

Kitchen, Wifi and Pool

Wifi availability

50 properties include access to wifi

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

2.9K reviews

Destinations to explore

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