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Worcester County vacation rentals

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Top-rated vacation rentals in Worcester County

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Apartment in Worcester

4.88 out of 5 average rating, 115 reviews

Lovely one-bedroom apartment close to colleges.

INNER CITY GEM 🔸🔹!! Centrally located in the heart of the city. Just a few minutes drive to anything in the city. A few blocks from the campus of Clark, Becker, & Assumption University. This unit boasts a large bedroom with a queen bed, dedicated workspace, a full closet, and a wall-mounted TV. There is an all-in-one kitchen, Dining Area with a fold-away table to optimize space, and a living room with a big-screen TV and a pull-out sofa bed. A full bathroom with all the necessary amenities!

Oct 13 – 20

G$25,512 GYD per night

Guest suite in Uxbridge

5.0 out of 5 average rating, 276 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.

Jan 20 – 27

G$29,740 GYD per night

Cottage in Worcester

4.87 out of 5 average rating, 107 reviews

Unique and Private Cottage in Worcester

Unique and private - your own cottage in the desirable West Side of Worcester. The carriage house of a larger property, the cottage is situated in lush gardens, with on-street parking on your doorstep. 5 minute walk to WPI, 5 minute drive to city center and 15 mins to UMass Med. Furnished tastefully and simply with antiques and original art works; brand-new bathroom with shower; washer and dryer; fully-equipped kitchen. An ideal retreat or longer professional let - fast Eero mesh wifi network.

Nov 6 – 13

G$28,295 GYD per night

Cottage in Petersham

4.99 out of 5 average rating, 152 reviews

Cider House Cottage

Antique guest cottage on a country farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub.

Dec 29 – Jan 5

G$29,444 GYD per night

Guest suite in Thompson

4.98 out of 5 average rating, 114 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Jul 22 – 29

G$31,020 GYD per night

Guest suite in Ashburnham

4.99 out of 5 average rating, 404 reviews

The Ginger Bed King Suite

Come for the lovely country setting, the winter beauty, amenities, neighborhood, convenience, privacy, spaciousness, and the comfortable bed. Close to many wonderful hiking/biking paths, rail trails, Wachusett ski area, Jewel Hill, Lake Wampanoag, Kirby area. WI-FI, TV ( Hulu and Netflix), refrigerator, microwave, coffee/tea maker, reading lights, table area, continental breakfast, parking... Good for couples, solo and business travelers. (Key pad for Covid safe entry) Everyone is welcome!

Mar 2 – 9

G$22,146 GYD per night

Guest suite in Uxbridge

5.0 out of 5 average rating, 126 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 24 – Dec 1

G$33,646 GYD per night

Guest suite in Warren

4.95 out of 5 average rating, 269 reviews

Craig's Cove

Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

Nov 10 – 17

G$14,919 GYD per night

Apartment in Brimfield

4.98 out of 5 average rating, 142 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the convenience of a convenience store, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Oct 10 – 17

G$31,267 GYD per night

Guesthouse in Westminster

4.98 out of 5 average rating, 297 reviews

Guest House - 4 miles from Wachusett Mt.

Enjoy your stay in this cozy, newly renovated semi-attached in-law unit. It is located close to Route 2, walking distance to the town center, only 4 miles from Mt. Wachusett in a quiet neighborhood. It has 2 parking spaces and a private entrance. This unique space has everything to make you feel at home – including WiFi and Netflix. The kitchen is equipped with a Keurig Coffee Maker, Mini Fridge, and a Microwave. Queen-size bed, fresh towels, body wash are also provided.

Aug 26 – Sep 2

G$28,504 GYD per night

Guest suite in Worcester

4.9 out of 5 average rating, 194 reviews

HeartWell House, Shangri-La Suite (3 Beds)

We are located in one of the most beautiful and safe neighborhoods in the city of Worcester. Free coffee and tea are available. Laundry facilities available and a second refrigerator next to the laundry is also at your disposition. Free internet available. Our parking is located at the back of the house. There is parking on both sides of the house. To access it by GPS enter the address as 10 Biltmore Road, Worcester, MA Check-in time: After 3PM Check-out time: 11:00AM

Apr 11 – 18

G$28,087 GYD per night

Guest suite in Littleton

4.91 out of 5 average rating, 315 reviews

Historic Loft with bathroom & kitchenette

A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

Sep 14 – 21

G$22,055 GYD per night

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Popular amenities for Worcester County vacation rentals

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in Worcester County

Tiny home in Orange

4.92 out of 5 average rating, 311 reviews

The Writer's Retreat: A Sweetwater Stay

Jan 21 – 28

G$28,708 GYD per night

Home in Ware

4.88 out of 5 average rating, 113 reviews

Little House Inn

Jan 15 – 22

G$30,390 GYD per night

Guest suite in Uxbridge

4.99 out of 5 average rating, 137 reviews

The 1780 Suite

Feb 20 – 27

G$21,660 GYD per night

Guest suite in Charlton

4.86 out of 5 average rating, 381 reviews

Baker Pond Hideaway

Sep 10 – 17

G$25,033 GYD per night

Barn in Holden

4.9 out of 5 average rating, 382 reviews

Farm stay in a Historic Ski Lodge turned Barn

Jul 7 – 14

G$85,750 GYD per night

Apartment in Hudson

4.85 out of 5 average rating, 295 reviews

Private Mother-In-Law apartment on the lake!

Nov 29 – Dec 6

G$19,627 GYD per night

Home in Shrewsbury

4.85 out of 5 average rating, 198 reviews

A Fabulous House with Beautiful Views

Sep 5 – 12

G$32,574 GYD per night

Guesthouse in Worcester

4.81 out of 5 average rating, 210 reviews

Carriage house apartment

Jan 12 – 19

G$30,482 GYD per night

Other great vacation rentals in Worcester County

Home in Worcester

4.92 out of 5 average rating, 39 reviews

Cheerful, Sunny 1-Bedroom apartment

Dec 30 – Jan 6

G$22,440 GYD per night

Guest suite in Hubbardston

5.0 out of 5 average rating, 28 reviews

Private Entry, Full Kitchen, Close to Mt Wachuset

Jan 2 – 9

G$19,607 GYD per night

Apartment in Holden

4.9 out of 5 average rating, 87 reviews

Wachusett region 1 bedroom apartment.

Feb 18 – 25

G$24,906 GYD per night

Apartment in Worcester

5.0 out of 5 average rating, 7 reviews

Tastily Furnished Apt filled with natural light

Sep 20 – 27

G$20,642 GYD per night

Apartment in Worcester

4.87 out of 5 average rating, 15 reviews

Sunny, cozy top floor apartment

Nov 1 – 8

G$28,150 GYD per night

Tiny home in Leicester

4.97 out of 5 average rating, 37 reviews

Entire Rustic Tiny House @ Barred Owl Retreat

Aug 9 – 16

G$26,974 GYD per night

Home in Fitchburg

4.93 out of 5 average rating, 15 reviews

Guest home in downtown Fitchburg

Jun 12 – 19

G$25,975 GYD per night

Apartment in Fitchburg

5.0 out of 5 average rating, 8 reviews

Welcome to the Nest

Dec 22 – 29

G$29,578 GYD per night

Destinations to explore