Vacation rentals in Shirley

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Top-rated accommodation in Shirley

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

Guest favourite

Cottage in Petersham

4.99 out of 5 average rating, 146 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.

6 – 13 Nov

$1,733 AUD total
Guest favourite

Guest suite in Ashburnham

4.99 out of 5 average rating, 401 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!

11 – 18 Nov

$1,261 AUD total
Guest favourite

Guesthouse in Wilton

4.95 out of 5 average rating, 569 reviews

Cottage beside a waterfall

Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.

26 Aug – 2 Sept

$1,869 AUD total

Popular amenities for Shirley accommodation

Other great accommodation in Shirley

Guest favourite

Apartment in Concord

4.94 out of 5 average rating, 205 reviews

Bishop Suite - Private suite in historic Concord

4 – 11 Mar

$1,374 AUD total
Guest favourite

Guest suite in Windham

4.99 out of 5 average rating, 239 reviews

Sunny, private and peaceful apartment!

22 – 29 Apr

$1,584 AUD total
Superhost

Home in Winchendon

4.8 out of 5 average rating, 138 reviews

Waterfront home 2 bedrooms withdeck beach and dock

21 – 28 June

$1,683 AUD total
Guest favourite

Apartment in Dublin

4.96 out of 5 average rating, 177 reviews

Private Dublin apartment nestled in the woods

31 Aug – 7 Sept

$1,357 AUD total
Guest favourite

Home in Mont Vernon

4.96 out of 5 average rating, 131 reviews

Serenity on the Pond ~ Private Waterfront, Hot Tub

6 – 13 Sept

$8,592 AUD total
Guest favourite

Home in Sterling

4.92 out of 5 average rating, 189 reviews

Quiet country retreat with modern conveniences

12 – 19 Nov

$2,747 AUD total
Guest favourite

Apartment in Hudson

4.93 out of 5 average rating, 417 reviews

Newly Renovated Apartment Near Downtown Hudson

4 – 11 Aug

$1,720 AUD total
Guest favourite

Tiny home in Orange

4.92 out of 5 average rating, 310 reviews

The Writer's Retreat: A Sweetwater Stay

27 Oct – 3 Nov

$1,694 AUD total
Guest favourite

Guest suite in Fitzwilliam

4.96 out of 5 average rating, 283 reviews

The Carriage House in Historic Fitzwilliam

22 – 29 Dec

$1,130 AUD total
Guest favourite

Apartment in Groton

4.97 out of 5 average rating, 91 reviews

Cute & Cozy Groton apartment w/private patio

2 – 9 Dec

$1,734 AUD total
Guest favourite

Apartment in Groton

5.0 out of 5 average rating, 48 reviews

Farmhouse Guest Apartment

30 Apr – 7 May

$2,018 AUD total
Guest favourite

Guesthouse in Westford

4.97 out of 5 average rating, 79 reviews

Detached Waterfront Guest House

30 May – 6 June

$1,527 AUD total

Destinations to explore