Vacation rentals in Holliston

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Top-rated vacation rentals in Holliston

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

Guest favorite

Guest suite in Uxbridge

5.0 out of 5 average rating, 267 reviews

Beautiful, Unique, & Cozy Cedar Flat

Come enjoy this new and beautifully designed space in historic Uxbridge, MA. Set up like a tiny house, it is the most cozy and clean place you will visit. A ship’s ladder will take you to the queen loft bed or use a new PotteryBarn sleeper sofa. The Frame TV will act as a beautiful painting if you prefer to "unplug." Climate control and a hammock chair are a perfect combo! Located on a quiet street, it is an easy 25 min. drive to Providence or Worcester, and only 50 min. to downtown Boston.

Apr 29 – May 6

R2,736 ZAR per night
Guest favorite

Apartment in Framingham

4.91 out of 5 average rating, 256 reviews

Spacious 2 Br with All The Comforts Of Home

This a quaint apartment . Not your typical hotel room. In a country setting but 5-10 minutes from great shopping, restaurants, parks, colleges and major highways. Boston is 22.5 miles away. Fenway Park is 20 miles. Worcester is 17 miles. Private location overlooking conservation land. Walk to great hiking and biking trails but car needed for other activities. Full kitchen, laundry room and living room in addition to 2 br and bath. It has the comfort of a home away from home. Please NO PETS.

Oct 18 – 25

R3,173 ZAR per night
Guest favorite

Guesthouse in Uxbridge

5.0 out of 5 average rating, 118 reviews

Zen Inspired Private Suite with 2-mile Trail Loop

Zig-Zag Trails unique offering is a harmonious blend of modern comfort and the timeless allure of rural living. A newly built 1000 sq ft guest suite situated on over 65 acres of private meadows and forests with zig-zagging trails throughout, providing the ultimate getaway to relax and recharge. This property is a haven for nature lovers and homebodies alike. We are conveniently located in the heart of the Blackstone Valley, 1hr from Boston, 35min from Providence, and 25min from Worcester.

Nov 19 – 26

R3,060 ZAR per night

Popular amenities for Holliston vacation rentals

Stay near Holliston's top sights

Target6 locals recommend
Holliston Superette3 locals recommend
Dunkin'3 locals recommend

Other great vacation rentals in Holliston

Guest favorite

Home in Framingham

4.89 out of 5 average rating, 246 reviews

1BR—Bright & Cozy 2-Level Home — 25 Min to Boston

May 1 – 8

R3,478 ZAR per night
Guest favorite

Guest suite in Marlborough

4.88 out of 5 average rating, 248 reviews

Professional Accommodations!

Nov 22 – 29

R1,330 ZAR per night
Guest favorite

Guest suite in Sharon

4.97 out of 5 average rating, 142 reviews

Cozy Lakeview Guesthouse

Feb 27 – Mar 6

R3,313 ZAR per night
Superhost

Guest suite in Worcester

4.83 out of 5 average rating, 339 reviews

Enjoy your own private and cozy space!

Jul 13 – 20

R1,466 ZAR per night
Guest favorite

Guest suite in North Smithfield

4.94 out of 5 average rating, 106 reviews

Guest Suite in our Mediterranean Home

Jul 8 – 15

R2,136 ZAR per night
Guest favorite

Guest suite in Littleton

4.91 out of 5 average rating, 309 reviews

Historic Loft with bathroom & kitchenette

Jul 25 – Aug 1

R2,006 ZAR per night
Guest favorite

Tiny home in Smithfield

4.97 out of 5 average rating, 585 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Sep 2 – 9

R2,779 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

R2,638 ZAR per night
Superhost

Guest suite in Attleboro

4.81 out of 5 average rating, 114 reviews

Cozy, spacious 2 bedroom in law suite

Nov 2 – 9

R1,800 ZAR per night
Guest favorite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

Dec 28 – Jan 4

R2,529 ZAR per night
Guest favorite

Guest suite in Blackstone

4.92 out of 5 average rating, 216 reviews

Private access in-law apartment, perfect for two

Jun 17 – 24

R2,100 ZAR per night
Guest favorite

Home in Wrentham

4.83 out of 5 average rating, 416 reviews

Charming Lake Cottage access Boston and Providence

Sep 30 – Oct 7

R7,193 ZAR per night

Destinations to explore