Holiday rentals in Pittsford

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Top-rated holiday rentals in Pittsford

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

Guest favourite

Tiny home in Pittsford

4.96 out of 5 average rating, 154 reviews

Charming tiny house with great VT location!

Curious about tiny home living!? This newly constructed 180 sq ft. house will let you experience comfort in charming farmhouse/cottage style. (Shiplap walls anyone?) Only 25 min to Killington, and 12 min from Mtn Top Inn, Downtown Rutland, or Brandon VT makes the location very convenient. Situated on over 2 acres of private back yard, overlooking beautiful Sugar Hollow Brook in the heart of Pittsford, Vermont. Walking distance to village general store, library and the Pittsford trail system.

2–9 Jun

£109 per night
Guest favourite

Farm stay in Salisbury

4.95 out of 5 average rating, 263 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

This adorable cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

24 Apr – 1 May

£86 per night
Guest favourite

Apartment in Killington

4.95 out of 5 average rating, 124 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits

25 Aug – 1 Sept

£99 per night

Popular amenities for Pittsford holiday rentals

Stay near Pittsford's top sights

New England Maple Museum15 locals recommend
Baird Farm - Organic Vermont Maple Syrup4 locals recommend
Vermont Marble Museum and Gift Shop10 locals recommend
Harvest Moon4 locals recommend
Kamuda's Country Market5 locals recommend
Proctor-Pittsford Country Club3 locals recommend

Other great holiday rentals in Pittsford

Guest favourite

Home in Rutland

5.0 out of 5 average rating, 120 reviews

ONE ROOM SCHOOL HOUSE

21–28 Sept

£216 per night
Guest favourite

Guest house in Wallingford

4.98 out of 5 average rating, 582 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

30 Jan – 6 Feb

£125 per night
Superhost

Flat in Rutland

4.88 out of 5 average rating, 145 reviews

Zen Studio

6–13 Jul

£113 per night
Guest favourite

Flat in Clarendon

4.95 out of 5 average rating, 260 reviews

Dog heavenly! Private, beautiful and relaxing.

17–24 Apr

£82 per night
Guest favourite

Cottage in Leicester

4.97 out of 5 average rating, 243 reviews

Banjo's Cottage near Middlebury & Recreation Areas

8–15 Oct

£149 per night
Guest favourite

Flat in Rutland

4.86 out of 5 average rating, 102 reviews

Charlie's Place

18–25 Mar

£121 per night
Guest favourite

Cabin in Granville

4.98 out of 5 average rating, 132 reviews

Quaint log cabin nestled in the woods

21–28 Apr

£101 per night
Guest favourite

Guest suite in Weybridge

4.99 out of 5 average rating, 229 reviews

Beautiful 1 Bedroom Suite with private entrance

27 Oct – 3 Nov

£87 per night
Guest favourite

Home in Middlebury

4.99 out of 5 average rating, 349 reviews

Nice one bedroom cottage

26 Mar – 2 Apr

£117 per night
Guest favourite

Tiny home in Warren

4.99 out of 5 average rating, 146 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

1–8 Sept

£526 per night
Guest favourite

Guest house in Granville

4.9 out of 5 average rating, 779 reviews

Moon Valley Country Retreat no clean fee pets yes

18–25 Feb

£85 per night
Guest favourite

Home in Rutland

4.87 out of 5 average rating, 75 reviews

Lovely 2-Bedroom on 25 acres

12–19 May

£89 per night

Destinations to explore

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  3. Vermont
  4. Rutland County
  5. Pittsford