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Worcester County vacation rentals

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Top-rated vacation rentals in Worcester County

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

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Apartment in Worcester

4.87 out of 5 average rating, 111 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!

Jun 21 – 28

ﺩ.ﺇ453 per night

Cottage in Petersham

4.99 out of 5 average rating, 149 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.

Jun 10 – 17

ﺩ.ﺇ531 per night

Cottage in Worcester

4.87 out of 5 average rating, 105 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.

Feb 9 – 16

ﺩ.ﺇ506 per night

Guest suite in Ashburnham

4.99 out of 5 average rating, 403 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!

Feb 3 – 10

ﺩ.ﺇ391 per night

Guest suite in Warren

4.95 out of 5 average rating, 265 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.

Sep 16 – 23

ﺩ.ﺇ263 per night

Apartment in Brimfield

4.98 out of 5 average rating, 138 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.

Dec 21 – 28

ﺩ.ﺇ498 per night

Guesthouse in Westminster

4.98 out of 5 average rating, 291 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.

Dec 8 – 15

ﺩ.ﺇ505 per night

Barn in Holden

4.9 out of 5 average rating, 377 reviews

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the sheep and see the horses and chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll through our Lavender Labyrinth and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Jul 2 – 9

ﺩ.ﺇ1,511 per night

Guest suite in Worcester

4.9 out of 5 average rating, 193 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

Nov 5 – 12

ﺩ.ﺇ495 per night

Guest suite in Littleton

4.91 out of 5 average rating, 312 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.

Oct 2 – 9

ﺩ.ﺇ389 per night

Tiny home in Orange

4.92 out of 5 average rating, 310 reviews

The Writer's Retreat: A Sweetwater Stay

Located on the shore of Tully Pond, The Writers Retreat is a newly designed 325sqft lake side cottage with breathtaking views of Tully Mountain. This 4-season cottage is built with salvaged barn wood; up-cycled maple floors and custom built furniture and lighting. It's the little sister to The Fishing Cottage. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill.

Sep 29 – Oct 6

ﺩ.ﺇ471 per night

Apartment in Worcester

4.89 out of 5 average rating, 392 reviews

Private Suite with separate entrance in Worcester

This private suite has a quiet vibe. The privacy is second to none, from check in to check out with private entrance gate. The living room has variety of books at the guests library, 55" TV with Internet streaming channels and fully subscribed YouTubeTv. The main bedroom has a refrigerators, brand new air fryer, air filter and humidifier, Keurig coffee maker and a vacuum cleaner. Also the apartment has a full private bathroom and patio.

Jan 7 – 14

ﺩ.ﺇ298 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

Guesthouse in Worcester

4.83 out of 5 average rating, 206 reviews

Carriage house apartment

Mar 22 – 29

ﺩ.ﺇ536 per night

Guest suite in Thompson

4.98 out of 5 average rating, 114 reviews

Meadowside: Perfect Location w/ Endless Recreation

Aug 23 – 30

ﺩ.ﺇ546 per night

Guesthouse in Uxbridge

5.0 out of 5 average rating, 123 reviews

Zen Inspired Private Suite with 2-mile Trail Loop

Dec 5 – 12

ﺩ.ﺇ593 per night

Home in Shrewsbury

4.85 out of 5 average rating, 196 reviews

A Fabulous House with Beautiful Views

Oct 21 – 28

ﺩ.ﺇ565 per night

Home in Winchendon

4.8 out of 5 average rating, 143 reviews

Waterfront home 2 bedrooms withdeck beach and dock

Feb 23 – Mar 2

ﺩ.ﺇ545 per night

Home in Ware

4.89 out of 5 average rating, 109 reviews

Little House Inn

Sep 19 – 26

ﺩ.ﺇ540 per night

Bungalow in Wales

4.9 out of 5 average rating, 184 reviews

Cozy Woodland Bungalow

Jun 12 – 17

ﺩ.ﺇ526 per night

Apartment in Dudley

4.82 out of 5 average rating, 352 reviews

웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT

Sep 12 – 19

ﺩ.ﺇ299 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

Aug 13 – 20

ﺩ.ﺇ417 per night

Guest suite in Hubbardston

5.0 out of 5 average rating, 24 reviews

Private Entry, Full Kitchen, Close to Mt Wachuset

Nov 23 – 30

ﺩ.ﺇ355 per night

Apartment in Worcester

5.0 out of 5 average rating, 6 reviews

Tastily Furnished Apt filled with natural light

Dec 13 – 20

ﺩ.ﺇ364 per night

Home in Fitchburg

4.91 out of 5 average rating, 11 reviews

Guest home in downtown Fitchburg

Sep 21 – 28

ﺩ.ﺇ412 per night

Apartment in Worcester

5.0 out of 5 average rating, 12 reviews

Sunny, cozy top floor apartment

Nov 23 – 30

ﺩ.ﺇ496 per night

Apartment in Fitchburg

4.8 out of 5 average rating, 10 reviews

Welcome to the Nest

Jul 1 – 8

ﺩ.ﺇ367 per night

Apartment in Worcester

4.78 out of 5 average rating, 37 reviews

Cozy Guesthouse in the Heart of Worcester

Oct 17 – 24

ﺩ.ﺇ388 per night

Home in Worcester

4.95 out of 5 average rating, 20 reviews

Beautiful 2story downtown worcester 5beds-4bedroom

Jun 23 – 28

ﺩ.ﺇ591 per night

Destinations to explore