Vacation rentals in Pittsfield

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pittsfield

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

Guest favorite

Home in Hartland

4.89 out of 5 average rating, 132 reviews

Lake front!, GameRoom, Kayak/SUPs, Beach, Fire Pit

- Peaceful Lakefront Home w/ Flat Sandy Beach & Dock For Swimming & Fishing - Game Room w/ Air Hockey & Arcade Basketball - Large Deck & Patio For Hanging w/ Family & Friends - Sit Around The Fire Pit, Try The Pizza Oven, Or BBQ On The Grill - 5 Sleeping Areas, Fast Wifi, Comfortably Sleeps 12 - Two Kayaks, Two Stand Up Paddleboards, A Pedal Boat, & Life Jackets Provided - 90 Minutes To Acadia National Park or Portland - High Chair, Pack N' Play, & all Linens, Towels, and Soaps Provided

Oct 12 – 19

ﺩ.ﺇ2,427 per night
Guest favorite

Cabin in Skowhegan

4.82 out of 5 average rating, 399 reviews

The Cabin -Skowhegan

This guest house, main floor has living area, kitchen and dining area, 1 queen bed, with a daybed and trundler bed. Loft contains 2 twin beds. There is also a couch that could be used as a bed, full bathroom. Has no kitchen sink but has a kitchen area with microwave, large toaster oven, fridge/freezer, toaster and coffee maker, iron/board. Also has TV, DVD/blu ray player, Gas BBQ (May to November 1st.), as well as a picnic table, with benches and an out door fire pit and wood is supplied.

Mar 3 – 10

ﺩ.ﺇ397 per night
Guest favorite

Apartment in Pittsfield

4.89 out of 5 average rating, 38 reviews

Loft Retreat

Welcome to our enchanting loft retreat! Our thoughtfully designed apartment offers a serene escape with a touch of sophistication. Ascend the spiral staircase to discover a cozy bedroom complete with a work space and reading nook. A small sleeper sofa is available as well for additional sleeping space. Your getaway awaits! Nearby: Maine Central Institute (.1 mi) Sebasticook Valley Hospital (1.3 mi) Hartland ATV Trail (.2 mi) Newport (8 mi) Unity (14 mi) Skowhegan (22 mi) Waterville (23 mi)

Jun 25 – Jul 2

ﺩ.ﺇ414 per night

Popular amenities for Pittsfield vacation rentals

Stay near Pittsfield's top sights

Vittles6 locals recommend
Bud's Shop 'n Save6 locals recommend
Reny's Department Store4 locals recommend
PopOnOvers5 locals recommend
Manson Park4 locals recommend
Pittsfield Community Theatre4 locals recommend

Other great vacation rentals in Pittsfield

Superhost

Bungalow in Burnham

4.78 out of 5 average rating, 93 reviews

Cosy cabin in rustic setting.

Jul 26 – Aug 2

ﺩ.ﺇ399 per night
Guest favorite

Cabin in Newport

4.89 out of 5 average rating, 75 reviews

Quaint cabin in the woods on Sebasticook Lake

Aug 22 – 29

ﺩ.ﺇ554 per night
Superhost

Home in Pittsfield

4.81 out of 5 average rating, 97 reviews

Cozy Waterfront Home With Breathtaking Views!!!

Sep 7 – 14

ﺩ.ﺇ688 per night
Guest favorite

Loft in Palmyra

4.87 out of 5 average rating, 15 reviews

Golfer's Getaway - Luxury Studio Next to 1st Tee

Oct 21 – 28

ﺩ.ﺇ492 per night
Guest favorite

Apartment in Unity

4.98 out of 5 average rating, 41 reviews

The Heron's Nest Cozy apartment in the woods.

Sep 22 – 29

ﺩ.ﺇ525 per night
Guest favorite

Apartment in Skowhegan

5.0 out of 5 average rating, 14 reviews

Cozy, cute, new, tiny duplex

May 9 – 16

ﺩ.ﺇ471 per night
Guest favorite

Home in Newport

4.95 out of 5 average rating, 95 reviews

Sugarmaple Lakehouse - Sebasticook Lake Newport ME

Nov 9 – 16

ﺩ.ﺇ867 per night
Guest favorite

Guesthouse in Garland

4.89 out of 5 average rating, 66 reviews

Garland Maine-Year round, 4 season property.

Dec 1 – 8

ﺩ.ﺇ456 per night
Guest favorite

Guesthouse in Cornville

4.98 out of 5 average rating, 58 reviews

Quiet Retreat; Barker Pond Farm Cabin, LLC: Spruce

Feb 24 – Mar 3

ﺩ.ﺇ468 per night
Guest favorite

Home in Saint Albans

4.92 out of 5 average rating, 13 reviews

Beautiful Cottage on the Lake

May 19 – 26

ﺩ.ﺇ846 per night
Guest favorite

Home in Newport

4.92 out of 5 average rating, 12 reviews

Home in Newport

Apr 17 – 24

ﺩ.ﺇ574 per night
Guest favorite

Home in Unity

5.0 out of 5 average rating, 15 reviews

Kingfisher Cottage on Unity Pond

Oct 29 – Nov 5

ﺩ.ﺇ629 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Somerset County
  5. Pittsfield