Holiday rentals in Holden

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Top-rated holiday rentals in Holden

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

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Guest favourite

Cottage in Petersham

4.99 out of 5 average rating, 174 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.

Guest favourite

Cottage in Worcester

4.88 out of 5 average rating, 117 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.

Guest favourite

Guest suite in Ashburnham

4.98 out of 5 average rating, 432 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!

Guest favourite

Home in Westminster

4.82 out of 5 average rating, 119 reviews

Lakefront; view of ski mtn, firepit, dock, kayaks!

A charming lake house with a magnificent view of a ski mountain — Wachusett Ski Resort (voted #1 in MA). Newly-renovated, 650 square foot cabin with a wall unit AC, fire pit, grill, smart TVs, kayaks, paddle board, and all the amenities you’ll need. (FYI: We also own another lakefront Airbnb right down the street that accommodates 10 guests. Ask for link.) *A brand new retaining wall and dock will be installed May 2024. This will extend and even out the lawn for nights around the firepit!

Guest favourite

Guest suite in Worcester

4.88 out of 5 average rating, 414 reviews

Private Suite with separate entrance in Worcester

This private suite allows a maximum of two pets per reservation for $50 per a pet. Our guests privacy starts from check in to check out with private entrance gate. The living room has a mini library for guests, 55" TV with Internet streaming channels and fully subscribed YouTubeTv. The suite also has a mini kitchen with a refrigerator, a freezer, a microwave, air fryer, omelet egg maker and coffee maker. It also has fully stocked linen closet and electric pump air mattress if necessary.

Guest favourite

Home in Oakham

5 out of 5 average rating, 162 reviews

Lovely & Peaceful Waterfront Vacation Retreat

Come enjoy this unique & beautiful retreat home, set on 50 acres of wooded land, with a breath-taking view over a 2 mile long, 190-acre body of water, & no houses in sight! Wonderful in any season. Peaceful, healing haven, & great get-away spot for a romantic weekend or family vacation. Perfect for swimming, boating, fishing, hiking, & cross-country skiing--or just relaxing in a hammock, on the deck, or in a bedroom overlooking the water. Youtube Video: Fred's Place, James Crowther

Guest favourite

Guest house in Westminster

4.98 out of 5 average rating, 351 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.

Guest favourite

Guest suite in Worcester

4.9 out of 5 average rating, 221 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

Guest favourite

Barn in Holden

4.9 out of 5 average rating, 421 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 around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Guest favourite

Home in Auburn

4.96 out of 5 average rating, 142 reviews

Large 3000SF -Gorgeous, Comfortable, Private Space

This 1950s rustic home is located five minutes from the center of Auburn. This property is situated on a quiet dead-end street. Come and enjoy the spacious dining and sitting areas, a fully stocked kitchen, and large bedrooms. Two-minute walk to golf course, recreation spaces, wooded areas, and hiking. Five-minute drive to shopping malls and all major highways. 45 minutes to Boston & Wachusett ski area, 3 hrs to NY City and 1.5 hrs to Cape Cod.

Guest favourite

Rental unit in Holden

4.91 out of 5 average rating, 107 reviews

Wachusett region 1 bedroom apartment.

1st floor, 1 BR apartment w/ private access & easy parking in a 1850 mill rooming house. Semi-rural setting on the outskirts of Holden, MA. Convenient to Wachusett Reg. High School, Assumption College, Worcester State, WPI. Great alternative to Worcester. An easy 20 min (12 mi.) drive to Wachusett Mountain Ski Area. Convenient to rail trails for hiking, biking and nature walks. The hosts live in an adjoining unit for security & convenience.

Guest favourite

Farm stay in Rutland

4.96 out of 5 average rating, 350 reviews

Farm Living

We offer a quiet country setting on a small working farm, with cows, horses, pigs, goats, rabbits, dogs, chickens, ducks and wildlife strolling now and then. There’s opportunity to interact with the animals. Pack n play available for little ones upon request and another twin fold up bed. We truly want all of our guest to enjoy all the farm has to offer or replace and enjoy the peacefulness. Please inquire about kayak rentals.