Vacation rentals in South Milford

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Top-rated vacation rentals in South Milford

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

Guest favorite

Guest suite in Windham

4.99 out of 5 average rating, 239 reviews

Sunny, private and peaceful apartment!

Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

Apr 22 – 29

ﺩ.ﺇ466 per night
Guest favorite

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.

Nov 6 – 13

ﺩ.ﺇ509 per night
Guest favorite

Apartment in Dublin

4.96 out of 5 average rating, 177 reviews

Private Dublin apartment nestled in the woods

Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

Aug 31 – Sep 7

ﺩ.ﺇ407 per night

Popular amenities for South Milford vacation rentals

Other great vacation rentals in South Milford

Guest favorite

Apartment in Manchester

4.9 out of 5 average rating, 111 reviews

Be a Hero!

Jan 17 – 24

ﺩ.ﺇ307 per night
Guest favorite

Cabin in Bradford

4.98 out of 5 average rating, 328 reviews

Deer Valley Retreat, Lovely Log Cabin

Aug 11 – 18

ﺩ.ﺇ528 per night
Guest favorite

Loft in Derry

4.99 out of 5 average rating, 537 reviews

Comfort and Convenience in a Private Studio

Nov 8 – 15

ﺩ.ﺇ399 per night
Guest favorite

Guesthouse in Westminster

4.98 out of 5 average rating, 286 reviews

Guest House - 4 miles from Wachusett Mt.

Jun 18 – 25

ﺩ.ﺇ505 per night
Superhost

Home in Winchendon

4.8 out of 5 average rating, 138 reviews

Waterfront home 2 bedrooms withdeck beach and dock

Jun 21 – 28

ﺩ.ﺇ545 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

ﺩ.ﺇ389 per night
Guest favorite

Cabin in Weare

4.92 out of 5 average rating, 249 reviews

Lakefront with 2 paddle boards & kayaks

Sep 21 – 28

ﺩ.ﺇ546 per night
Guest favorite

Apartment in Milford

4.95 out of 5 average rating, 42 reviews

*Pet Friendly | 45mins Lakes | Boston | Seacoast*

Apr 12 – 19

ﺩ.ﺇ386 per night
Guest favorite

Guest suite in Milford

5.0 out of 5 average rating, 38 reviews

New England Village Luxury Studio

Aug 25 – Sep 1

ﺩ.ﺇ311 per night
Superhost

Guest suite in Amherst

4.82 out of 5 average rating, 39 reviews

Spacious Studio in Historic Amherst Village

Sep 14 – 21

ﺩ.ﺇ425 per night
Guest favorite

Cottage in Milford

4.93 out of 5 average rating, 46 reviews

The Cozy Get Away

Nov 28 – Dec 5

ﺩ.ﺇ743 per night
Guest favorite

Apartment in Amherst

4.88 out of 5 average rating, 49 reviews

Lovely 2 Bedroom entire apartment in Amherst.

Feb 21 – 28

ﺩ.ﺇ560 per night

Destinations to explore