Vacation rentals in Westwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Westwood

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

Guest favorite

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.

Feb 27 – Mar 6

R3,309 ZAR per night
Guest favorite

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.

Dec 13 – 20

R2,884 ZAR per night
Superhost

Apartment 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

Dec 17 – 24

R2,608 ZAR per night

Popular amenities for Westwood vacation 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 vacation rentals in Westwood

Guest favorite

Guest suite in Brookline

4.88 out of 5 average rating, 178 reviews

Brookline Home with a Garden

Jun 19 – 26

R2,783 ZAR per night
Guest favorite

Home in Norton

4.9 out of 5 average rating, 173 reviews

THE RED HOUSE - Entire Private Home

Apr 5 – 12

R2,635 ZAR per night
Guest favorite

Apartment in Newton

4.95 out of 5 average rating, 146 reviews

Sunny, private, comfortable 1 bedroom-convenient.

Nov 8 – 15

R2,949 ZAR per night
Guest favorite

Apartment in Newton

4.91 out of 5 average rating, 263 reviews

Conveniently Located Private Garden Apartment

Sep 9 – 16

R3,122 ZAR per night
Superhost

Home in Canton

4.85 out of 5 average rating, 143 reviews

3 bedroom impeccable private home, quiet street

Dec 4 – 11

R3,266 ZAR per night
Guest favorite

Guest suite in Newton

4.98 out of 5 average rating, 551 reviews

Spacious suite with private entrance, parking spot

Aug 17 – 24

R2,512 ZAR per night
Guest favorite

Guest suite in Watertown

4.92 out of 5 average rating, 261 reviews

Private 1BR Pied-a-terre

Aug 9 – 16

R1,806 ZAR per night
Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 201 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

Mar 5 – 12

R2,428 ZAR per night
Guest favorite

Apartment in Newton

4.95 out of 5 average rating, 222 reviews

Convenience Penthouse Suite W/Parking in Newton

Apr 23 – 30

R2,615 ZAR per night
Guest favorite

Guest suite in Sherborn

4.97 out of 5 average rating, 235 reviews

Entire Historic Carriage House with Fireplace & AC

Jun 9 – 16

R3,588 ZAR per night
Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Sep 23 – 30

R2,362 ZAR per night
Guest favorite

Guest suite in Norwell

4.95 out of 5 average rating, 258 reviews

Private suite South Shore

Apr 30 – May 7

R2,236 ZAR per night

Quick stats about vacation 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

Frequently Asked Questions

  • Do house rentals in Westwood have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Westwood. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Westwood?

    Experience the best of Westwood with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Westwood have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Westwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Westwood?

    Yes! Work meets play with ease at over 30 vacation rentals in Westwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Westwood have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Westwood. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Westwood?

    Make yourself at home in Westwood by choosing from our most frequently booked neighborhoods. We have over 250 vacation rentals in East Dedham, over 280 vacation rentals in Greenlodge, and over 250 vacation rentals in Ashcroft.

  • Are there family-friendly vacation rentals in Westwood?

    Westwood has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Westwood?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 30 homes with wifi, over 20 homes with a kitchen, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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