Vacation rentals in Pepperell

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pepperell

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

G$26,549 GYD 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

G$23,214 GYD per night
Guest favorite

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!

Feb 14 – 21

G$22,379 GYD per night

Popular amenities for Pepperell vacation rentals

Other great vacation rentals in Pepperell

Guest favorite

Loft in Derry

4.99 out of 5 average rating, 537 reviews

Comfort and Convenience in a Private Studio

Nov 8 – 15

G$22,771 GYD per night
Guest favorite

Cottage in Petersham

4.99 out of 5 average rating, 146 reviews

Cider House Cottage

Nov 6 – 13

G$29,016 GYD 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

G$31,072 GYD per night
Guest favorite

Home in Brookline

4.94 out of 5 average rating, 204 reviews

Quiet Waterfront Retreat

Jul 19 – 26

G$46,608 GYD per night
Guest favorite

Apartment in Concord

4.94 out of 5 average rating, 205 reviews

Bishop Suite - Private suite in historic Concord

Mar 4 – 11

G$23,874 GYD per night
Guest favorite

Guest suite in Fitzwilliam

4.96 out of 5 average rating, 283 reviews

The Carriage House in Historic Fitzwilliam

Dec 22 – 29

G$19,427 GYD per night
Guest favorite

Apartment in Groton

4.97 out of 5 average rating, 91 reviews

Cute & Cozy Groton apartment w/private patio

Dec 2 – 9

G$27,312 GYD per night
Guest favorite

Apartment in Pepperell

4.91 out of 5 average rating, 43 reviews

Pepperell, MA 1 bdrm Apartment

Aug 16 – 23

G$29,017 GYD per night
Guest favorite

Guest suite in Groton

4.98 out of 5 average rating, 63 reviews

Comfortable studio space in country setting Groton

Jan 17 – 24

G$30,194 GYD per night
Guest favorite

Guesthouse in Westford

4.97 out of 5 average rating, 79 reviews

Detached Waterfront Guest House

May 30 – Jun 6

G$25,188 GYD per night
Guest favorite

Apartment in Groton

5.0 out of 5 average rating, 48 reviews

Farmhouse Guest Apartment

Apr 30 – May 7

G$32,910 GYD per night
Guest favorite

Apartment in New Ipswich

4.92 out of 5 average rating, 59 reviews

Quiet country apartment in farmland setting.

Sep 26 – Oct 3

G$18,707 GYD per night

Destinations to explore