Berkshire vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Berkshire

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

Guest favorite

Guesthouse in Ithaca

4.97 out of 5 average rating, 693 reviews

Secluded Free-Standing Cabin in Bucolic Setting

Cozy, comfortable, brick bungalow nestled in a stand of trees offers convenience & seclusion just off the beaten-path. Knotty pine, radiant heating, cathedral ceiling & loft are warm & inviting. Minutes away from 3 state parks, Cayuga & Seneca lakes, wine trails, Cornell, Ithaca College & the renowned Ithaca Commons. **Sorry, Airbnb prohibits booking for another person including "gift bookings." Booking that are gifts must be done so in the name of the guest who will be staying at the property.

Sep 24 – Oct 1

€ 144 per night
Guest favorite

Home in Newfield

4.98 out of 5 average rating, 123 reviews

Camp S’mores- An A-Frame for the modern traveler

Welcome to Camp S’mores- this revitalized luxury A-frame has all the modern amenities you need for your Finger Lakes adventure. We just brought new life into this house from top to bottom. The home features three bedrooms and a Murphy bed in the game room on the lower level. EV charger. It wouldn't be camp without a pool so our home has a large HEATED in-ground pool is open May 15th - Oct 1st. The house is located outside of town on 2+ private acres. Dog friendly, sorry no cats or other pets

Jan 6 – 13

€ 484 per night
Guest favorite

Apartment in Van Etten

4.97 out of 5 average rating, 163 reviews

Sunset View

Escape to our charming, country-chic space, an ideal retreat for two. This private haven has all the essentials for a perfect getaway. Nestled in the beauty of NY’s Finger Lakes, our location is 30-40 mins from diverse attractions: the lively college town of Ithaca, Cornell University, thrilling NASCAR events in Watkins Glen, renowned wineries, & state parks. For those seeking tranquility, step onto the private deck and enjoy a fire as the sun sets. Welcome to your peaceful escape in upstate NY!

Mar 16 – 23

€ 117 per night

Popular amenities for Berkshire vacation rentals

Other great vacation rentals in Berkshire

Guest favorite

Apartment in Oxford

4.98 out of 5 average rating, 567 reviews

Breezy Meadow

Mar 7 – 14

€ 99 per night
Guest favorite

Tiny home in Interlaken

4.99 out of 5 average rating, 233 reviews

The Yurt @ Finger Lakes Cider House!

Apr 26 – May 3

€ 161 per night
Guest favorite

Cottage in Tully

4.91 out of 5 average rating, 259 reviews

Lakeside Cottage

Jan 24 – 31

€ 140 per night
Guest favorite

Cabin in Erin

4.99 out of 5 average rating, 204 reviews

Unique Country GuestHouse

Aug 15 – 22

€ 162 per night
Guest favorite

Cottage in Oxford

5.0 out of 5 average rating, 310 reviews

Beaver Palace Studios and Estates relaxing getaway

May 22 – 29

€ 130 per night
Guest favorite

Apartment in Ithaca

4.95 out of 5 average rating, 317 reviews

Sunny, fully remodeled apartment. Great Amenities!

Oct 7 – 14

€ 113 per night
Guest favorite

Camper/RV in Port Crane

4.91 out of 5 average rating, 159 reviews

1-Bedroom camper surrounded by beautiful farm land

Oct 3 – 10

€ 71 per night
Guest favorite

Guesthouse in Ithaca

4.97 out of 5 average rating, 157 reviews

Creek Hollow Hideaway--near Cornell & wine trails

Oct 7 – 14

€ 122 per night
Guest favorite

Apartment in Ithaca

4.88 out of 5 average rating, 133 reviews

East Ithaca apartment in country house

May 8 – 15

€ 107 per night
Guest favorite

Apartment in Newfield Hamlet

4.99 out of 5 average rating, 139 reviews

Cozy efficiency apartment

Oct 10 – 17

€ 101 per night
Guest favorite

Home in Odessa

4.9 out of 5 average rating, 164 reviews

Summer-Villa

Dec 4 – 11

€ 110 per night
Guest favorite

Tiny home in Oxford

4.96 out of 5 average rating, 285 reviews

⭐Wildflower Country Cottage

Aug 18 – 25

€ 126 per night

Other great vacation rentals in Berkshire

Guest favorite

Guest suite in Cortland

4.96 out of 5 average rating, 245 reviews

Betty's 2 BDRM Getaway

Jun 12 – 19

€ 130 per night
Guest favorite

Home in Lansing

4.94 out of 5 average rating, 230 reviews

Country cottage

Feb 19 – 26

€ 84 per night
Guest favorite

Guesthouse in Owego

5.0 out of 5 average rating, 14 reviews

Waterfront guesthouse with beautiful view

Dec 14 – 21

€ 160 per night
Guest favorite

Apartment in Brooktondale

5.0 out of 5 average rating, 32 reviews

Enjoy the view! One bedroom newly renovated apt.

Jul 22 – 29

€ 176 per night
Guest favorite

Tiny home in Van Etten

4.98 out of 5 average rating, 60 reviews

Cozy Tiny House by a Lush Garden and Creek

Nov 29 – Dec 6

€ 108 per night
Guest favorite

Cottage in Lisle

4.98 out of 5 average rating, 63 reviews

The Cottage On the Lake: Boating/Walking

Jul 26 – Aug 2

€ 167 per night
Guest favorite

Cottage in Brooktondale

4.99 out of 5 average rating, 88 reviews

Canaan Country Cottage

Jun 14 – 21

€ 170 per night
Guest favorite

Home in Slaterville Springs

4.98 out of 5 average rating, 47 reviews

Quiet 2-bedroom with a scenic view

Apr 18 – 25

€ 170 per night
Guest favorite

Home in Spencer

4.98 out of 5 average rating, 54 reviews

Hideaway Hollow

Sep 1 – 8

€ 141 per night
Guest favorite

Home in Cortland

5.0 out of 5 average rating, 55 reviews

Adorable 2-bedroom home

Jan 8 – 15

€ 122 per night
Guest favorite

Condo in Ithaca

4.96 out of 5 average rating, 68 reviews

Sauna Getaway in the Finger Lakes

Feb 6 – 13

€ 127 per night
Guest favorite

Home in Brooktondale

4.82 out of 5 average rating, 68 reviews

PnP BnB 1

Apr 11 – 18

€ 89 per night

Destinations to explore

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  5. Berkshire