Guest Houses in Pittsfield
Maine
United States of America
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A grassy field with a white house and trees with autumn foliage.

Search Guest Houses in Pittsfield from CA $251

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Our top choices for Pittsfield guest houses

A cozy cabin interior with a dining area, kitchen, and a large sliding glass door leading to a backyard with a view of a lake.

A covered patio with a bench and chairs, a table, and a grill.

A cozy living room with a sectional sofa, a coffee table, and a TV on a stand. There are two doors, a refrigerator, and a ceiling fan.

A dining area with a wooden table and four chairs, a red beverage dispenser, a wall-mounted television, and a calendar.

1. Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Oakland

10.0 out of 10, Exceptional, (34 reviews)

10/10

Exceptional

(34 reviews)

"Diane is amazing! Great location with everything you need to have a fantastic vacation! Highly recommened!!"

Robert M.

The price is CA $252

CA $252

CA $438 total

includes taxes & fees

Nov 9 - Nov 10

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Learn more about Pittsfield

Outdoor enthusiasts can fish for bass and pickerel at Manson Park along the Sebasticook River. Families enjoy the annual Central Maine Egg Festival with its parade, crafts, and famous giant frying pan breakfast.

See all hotels in Pittsfield

Top reviews in Pittsfield

An outdoor seating area with tables and umbrellas at a hotel.

A modern kitchen with a central island, bar stools, and a stone wall.

A modern hotel with a glass facade, outdoor seating area, and a well-lit entrance.

A modern living room with a stone fireplace, leather sofa, and a blue armchair.

Lockwood Hotel

Waterville

10/10 Excellent

Hotel was clean and modern, with everything you need for an overnight stay. The personal highlight of our overnight stay was the bed - the king room bed was so comfy, I even asked for the mattress details upon check out! The Lavazza coffee/coffee maker made the best cup of in room coffee I have had. Hotel staff were friendly and accommodating (from the front desk to the restaurant). Free parking across the street from the hotel, and we were able to store our bikes in a storage room behind...

Kelly

Reviewed September 12, 2026Reviewed September 12, 2026

Lockwood Hotel

A hotel room with a bed, a sofa, a desk, and a chair.

A pool area with a hot tub, deck chairs, and a fenced deck.

A store interior with glass doors leading to a balcony, shelves stocked with jars of honey and maple syrup, and a box of chocolate bars on a table.

A bakery display case with various baked goods.

Fireside Inn & Suites Waterville

Waterville

10/10 Excellent

Clean and super comfortable bed. Definitely dated, but for an older interstate hotel, it is rather clean and pleasant for a night or two.

Benjamin

Reviewed October 4, 2026Reviewed October 4, 2026

Fireside Inn & Suites Waterville

A rectangular swimming pool with a brick deck, surrounded by lounge chairs and umbrellas, with a building in the background.

A breakfast setup with a fruit basket, a pitcher of orange juice, and a bowl of cereal on a wooden table.

The Towne Motel

A fenced outdoor area with a pool, lounge chairs, and a picnic table.

The Towne Motel

Skowhegan

10/10 Excellent

Super propre, nous apprécié la salle de jeux incluant une table de baby foot. Très bon déjeuner continental.

Maxime

Reviewed June 24, 2026Reviewed June 24, 2026

The Towne Motel

A hotel lobby with a fireplace, two armchairs, a coffee table, and a wooden shelf above the fireplace.

A lobby with a reception desk, seating area, and a 'ME' sign.

An indoor swimming pool with clear lane markings, a lifeguard chair, and a view of the outdoors through large windows.

A hotel room with a large bed, a sofa, two bedside lamps, and a framed picture on the wall.

Hampton Inn Waterville

Waterville

10/10 Excellent

Clean room

Sandra

Reviewed August 25, 2026Reviewed August 25, 2026

Hampton Inn Waterville

A hotel lobby with a green sofa, a beige sofa, and two armchairs. There is a reception desk with a computer and a coffee machine.

A buffet with various food items, including omelets and baked goods, in stainless steel containers.

A hotel room with a large bed, a desk, a chair, a lamp, and a window with curtains.

A coffee station with two coffee machines and a variety of coffee pods and cups.

Holiday Inn Express & Suites Waterville - North by IHG

Waterville

10/10 Excellent

Property was very clean and comfortable and the staff were great. Breakfast was a little routine. Also for a stop and go hotel, the price was pretty high.

Don&Ann

Reviewed May 7, 2019Reviewed May 7, 2019

Holiday Inn Express & Suites Waterville - North by IHG

A modern kitchen with a central island, bar stools, and a dining table.

A hotel room with a large bed, a wardrobe, a desk, and a wall-mounted lamp.

A motel with a modern design, featuring a large signboard and a parking lot with several cars.

A modern bathroom with a large mirror, a white sink, and a glass shower enclosure.

The Elmwood

Waterville

10/10 Excellent

Property was nicely upgraded. Easy access just off the 95. Only a one night stop over. I find in general hotel prices in Maine to be high but that’s across the board. No complaints about our stay

Alma

Reviewed May 19, 2023Reviewed May 19, 2023

The Elmwood

Belmont Motel

Skowhegan

10/10 Excellent

Belle endroit propre et proche de tout les services personnels très courtois

Louise

Reviewed July 9, 2026Reviewed July 9, 2026

Belmont Motel

A multi-story brick building with a central entrance labeled "The Skowhegan."

A modern room with a brick wall, large windows, a sofa, a table, and a TV.

A modern kitchen with dark blue cabinets, a black countertop, and a window with curtains.

A room with exposed brick walls, a large window with curtains, a wooden floor, a sofa, a television, and a desk with a chair.

The Skowhegan By Kasa

Skowhegan

10/10 Excellent

Clean, spacious, and well appointed

MARCIA

Reviewed October 2, 2026Reviewed October 2, 2026

The Skowhegan By Kasa

A spacious dining area with wooden tables and chairs, large windows, and hanging light fixtures.

A hotel entrance with a covered patio, columns, and a sign indicating it is a Best Western Plus location.

A lobby with leather sofas, a reception desk, and patterned flooring.

A swimming pool with clear water, surrounded by lounge chairs and a reception area.

Best Western Plus Waterville Grand Hotel

Waterville

10/10 Excellent

Hôtel très propre et personnel serviable!

Denis

Reviewed July 31, 2026Reviewed July 31, 2026

Best Western Plus Waterville Grand Hotel

A restaurant with red walls, multiple tables, and chairs. There are potted plants and a large window with curtains.

A bar area with a wooden counter, two leather chairs, and decorative items including a statue and a large vase.

A brick building with a window and a flower bed with various plants and flowers.

A hotel room with two beds, a nightstand, a lamp, and a window with curtains.

Budget Host Airport Inn

Waterville

10/10 Excellent

Clean and comfortable

Jane

Reviewed September 20, 2025Reviewed September 20, 2025

Budget Host Airport Inn

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Search Guest Houses in Pittsfield from CA $251

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsfield guest houses

1. Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Learn more about Pittsfield

Top reviews in Pittsfield

Lockwood Hotel

10/10 Excellent

Explore a world of travel with Expedia