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Hotel vacation rentals in Chester

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Top-rated hotel rentals in Chester

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Guest favorite
A cozy room features a spacious bed dressed in a floral blanket, complemented by a green accent wall. A plush armchair sits nearby, and natural light illuminates the space. A doorway leads to the kitchenette area, enhancing the room's functionality.
Hotel room in Island Falls
4.88 out of 5 average rating, 104 reviews

Private Queen Room W/Kitchen In 1894 Opera House!

Please read check-in instructions—parking, key access & arrival tips are included for a smooth arrival. We suggest researching the area ahead to know what’s nearby and come prepared, as we aren’t always instantly available to reply. Direct ATV/snowmobile trail access with trailer parking. On-site Pub Lounge: Thurs 4–8, Fri 4–10, Sat 12–10 with food, drinks & events. Some sound may carry—no complaints so far, but please don’t book if that may be an issue. Ask about private 1920s theater time! 🎬

Guest favorite
A comfortable private room is highlighted by a queen size bed covered with a light grey quilt. A small table with a desk lamp is positioned nearby. Fresh towels are neatly arranged on the bed. The ensuite bathroom is visible in the background.
Hotel room in Dover-Foxcroft
4.97 out of 5 average rating, 38 reviews

Freedom House Cottage Room #3

This is a quiet and quaint private room with a queen size bed and ensuite bathroom in our Cottage Building. A mini-fridge, microwave, coffee maker, WiFi, and cable TV are provided in the room for your comfort. Our entire facility is SMOKE FREE! We are located in downtown Dover-Foxcroft within walking distance to shops, cinema, restaurants, bank, post office & drug store. A full breakfast is available for an added charge of 20.00/person, but must be requested at least 24 hrs prior to arrival.

Guest favorite
A bright studio space features a plush king-sized bed and large windows with views of the street. A walnut wall desk and stylish chair are positioned against one side, while a cozy orange chair adds a pop of color. Dark curtains frame the windows.
Hotel room in Bangor
4.87 out of 5 average rating, 123 reviews

Heart of Downtown | Historic Hotel | Fast WiFi

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to Amphitheater *10 minute walk* 43 mi. to Acadia Nat'l Park 3 mi. to Bangor Airport 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ Plush King-sized bed w/ high end Centium Satin linens ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀ Desk ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

Superhost
A spacious bedroom features a king-sized bed dressed in soft linens. A wooden nightstand with a marble top and a wall-mounted shelf are visible, alongside a dresser. Natural light brightens the room, creating a calm and neutral atmosphere.
Hotel room in Bangor
4.8 out of 5 average rating, 236 reviews

King Bed|Historic Hotel Bangor

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to Amphitheater *10 minute walk* 43 mi. to Acadia Nat'l Park 3 mi. to Bangor Airport 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ King-sized bed w/ high end Centium Satin linens ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀ Work space ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

Guest favorite
A spacious room is highlighted by a king-sized bed centered against a wall. Two plush armchairs sit nearby, creating a comfortable seating area. Large windows allow natural light to illuminate the wooden floor, while elegantly draped curtains frame the view of the building's exterior.
Hotel room in Bangor
4.9 out of 5 average rating, 162 reviews

DTWN Historic Hotel|WestMarketSquareView| King Bed

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to amphitheater *10 minute walk* 43 mi. to Acadia Nat'l Park 3 mi. to airport 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ King-sized bed; Premium front facing Market Square Room ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀ Desk for remote work ☀ Free Laundry in building ☀ Coffee Shop ☀ Walking distance to Amphitheater, dining, & drinks!

Superhost
The historic Phoenix Block building features four rows of tall windows above an entrance. The brick façade is complemented by a modern gray paint on the upper floor. Outdoor seating and benches are visible in front, with nearby trees and a casual dining area beneath a red awning.
Hotel room in Bangor
4.86 out of 5 average rating, 91 reviews

Historic DTWN Hotel*West Market Square

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to Amphitheater *10 minute walk* 43 mi. to Acadia Nat'l Park 3 mi. to Bangor Airport 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ Plush Queen-sized bed w/ high end Centium Satin linens ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

Guest favorite
A cozy room features a spacious bed adorned with a quilt and a comfortable sofa positioned nearby. Natural light floods in through the window, illuminating a dining table set for two. Dark wooden accents and rich red walls enhance the room's charm.
Hotel room in Island Falls
4.91 out of 5 average rating, 117 reviews

Private Queen Room-Full Bath In 1894 Opera House!

Please read check-in instructions—parking, key access & arrival tips are included for a smooth arrival. We suggest researching the area ahead to know what’s nearby and come prepared, as we aren’t always instantly available to reply. Direct ATV/snowmobile trail access with trailer parking. On-site Pub Lounge: Thurs 4–8, Fri 4–10, Sat 12–10 with food, drinks & events. Some sound may carry—no complaints so far, but don’t book if that may be an issue. Ask about private 1920s theater time! 🎬

Guest favorite
A spacious bedroom features a king-sized bed with white linens, complemented by large windows offering views of the city. A modern TV is mounted on the wall, alongside a sleek desk with refreshment options. Natural light enhances the light wood flooring.
Hotel room in Bangor
4.91 out of 5 average rating, 108 reviews

Historic Building|DTWN Bangor*King Bed*FAST Wi-Fi

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to Amphitheater *10 minute walk* 43 mi. to Acadia Nat'l Park 3 mi. to Airport 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ King-sized bed ☀ Premium front Market Square View ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀ Desk ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

Superhost
A bright room features a plush bed with white linens positioned under two large windows adorned with dark curtains. A flat-screen TV is mounted on the wall, while a comfortable armchair and a wooden dresser complement the inviting space.
Hotel room in Bangor
4.89 out of 5 average rating, 190 reviews

Historic Hotel|Heart of Bangor|Fiber Wi-Fi|Roku TV

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to amphitheater *10 minute walk* 43 mi. to Acadia Nat'l Park 3 mi. to airport 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ Plush Queen-sized bed w/ high end Centium Satin linens ☀ High Speed Internet ☀ 50” Roku TV w/ HULU + ☀ Desk ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

Guest favorite
The spacious room features wood floors and two distinct sleeping areas. A large bed is dressed with a neutral-toned coverlet, while a smaller bed sits in the corner. Natural light enters through a nearby window. A dining table with chairs is also visible.
Hotel room in Lincoln
5 out of 5 average rating, 6 reviews

Unit 21: One King Bed & One Twin, Second floor

This newly renovated unit is GORGEOUS! Features it’s own private entrance and second story porch with patio seating. Beautiful French doors. Comes with full size fridge with microwave and coffee maker! Also comes with a cute table and two antique chairs. Two windows for sunlight. Equipped with Wi-Fi and also Roku, for your streaming entertainment. Features a half bathroom with beautiful brand new tiled shower. Wood floors, this room is just like home!

Superhost
Hotel room in Millinocket

Katahdin Room at the Appalachian Trail Hostel

Kick back in a queen bed in this picturesque room as you explore the Katahdin region. Fitted with original trail signs from the mountain and a beautiful portrait of Katahdin, you’ll experience comfort in your home away from home.

Guest favorite
A view from the porch showcases the exterior of the motel, with several rooms lined along a gravel pathway. A vibrant mix of autumn foliage is visible among the trees, and a flag is seen in the foreground, adding a welcoming touch.
Hotel room in Medway
4.72 out of 5 average rating, 39 reviews

Maine, the way life should be

We are a 10 room motel on the west branch of the Penobscot River in Medway Me. The atv trail and Snowmobile trail its83 runs through our property, with plenty of parking. We offer rooms with 1 Queen bed or 2 double beds.

Popular amenities for Chester hotel rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly hotel rentals

A custom reclaimed wood desk is paired with a circular black stool, positioned under a wall-mounted artwork. A small plant, a notepad, a lamp, and a water bottle are placed on the desk. Exposed brick can be seen in the background, enhancing the room's character.
Hotel room in Dover-Foxcroft

The Mill Inn: Rm 6, Corner Room w/ Main St. View

Guest favorite
A row of snowmobiles is parked along a snow-covered driveway outside a large rustic building. The building features a brick facade and a large garage door. Snow blankets the ground and the surrounding trees are lightly dusted with snow.
Private room in Mount Chase
4.92 out of 5 average rating, 12 reviews

Lg/Sm Groups/North Katadin. SLED/ATV Trail Access

The spacious guestroom features a king-size bed with a striped comforter and a twin daybed with a trundle. Natural light fills the room through two windows, with a small rug positioned on the polished wooden floor. A mirror and bedside lamp add functionality.
Hotel room in Dexter

The Clifton Room at The Brewster Inn B&B

A spacious common area is highlighted by wooden walls and a warm ambiance. Comfortable seating includes two armchairs and a long bench, while a rustic table with chess pieces invites casual games. A cozy fireplace is centrally positioned, enhanced by natural light from the windows.
Hotel room in Dexter

The Game Room at The Brewster Inn B&B

An interior view showcases warm wooden beams and exposed brick walls. A spacious bed is centered in the room, accompanied by colorful decorative pillows. Vintage-style wall decor, including red-painted paddle and hanging items, complements the light streaming through large windows.
Hotel room in Dover-Foxcroft

The Mill Inn - Room 1 : Corner River View King

A well-lit guest room features a double-size 4-post bed adorned with a patterned quilt. A seating area is provided by a decorative chair nearby. Two windows, framed with floral fabric, allow natural light to enhance the space. Storage closets are visible in the background.
Hotel room in Dexter

The Evesham Room at The Brewster Inn B&B

A contemporary brick building is framed by manicured lawns and trees, featuring large windows and a welcoming entrance. A walkway leads to the entrance, where visitors can be seen approaching, while a car is parked nearby and a cyclist rides along the path.
Hotel room in Orono

Cozy UMaine Stay: 3 Dorms near Campus Facilities

A well-lit sleeping area contains two spacious beds with neatly arranged white linens. A soft gray blanket covers each bed. A small armchair is positioned near the window, which is dressed with light curtains. Two bedside tables are present, along with a desk and chair.
Hotel room in Brewer
4.36 out of 5 average rating, 14 reviews

Vacationland Inn 2 Queen

Hotel rentals with a patio

Superhost
A cozy sleeping area features a spacious bed covered with a textured gray bedspread. A small decorative pillow adds a touch of color. Natural light enters through the nearby door, and a framed floral artwork decorates the wall above the bed. A lamp stands next to the bed on a side table.
Hotel room in Lincoln

Unit 26: One Queen Bed

Superhost
A cozy room features two queen size beds, accented by soft linens and decorative pillows. A small dining table with chairs and a lamp provide a functional space. Natural light filters through the curtains, illuminating the muted color palette. A flat-screen TV is mounted on the wall.
Hotel room in Lincoln

Unit 10: Two Queen Beds

Superhost
A spacious bedroom with a king bed draped in a textured quilt offers comfortable accommodations. Two lamps sit on either side of the bed, while large windows dressed with sheer curtains allow natural light to fill the room. The sloped ceiling adds architectural interest.
Hotel room in Lincoln

Unit 14: King Bed

Superhost
A cozy room features two queen beds covered in a subtle quilted pattern. A wall-mounted television is positioned across from a small table and chairs. An apartment-sized refrigerator and microwave are visible next to the sliding door, while natural light filters through a curtain-covered window.
Hotel room in Lincoln

Unit 27: Two Queen Beds

Other hotel vacation rentals

Superhost
A well-lit room is furnished with two queen beds, each adorned with decorative pillows. A wooden nightstand is located between the beds. Natural light enters through two windows, which are dressed with light curtains. A chandelier hangs from the ceiling, accentuating the cozy atmosphere.
Hotel room in Lincoln

Unit 15: Two Queen Beds

Superhost
A queen bed is positioned centrally in a room with warm-toned curtains framing large windows. Two bedside lamps provide soft illumination, and a decorative pillow adds an accent to the bed's neutral linens. A small side table is visible next to one lamp.
Hotel room in Lincoln
3.75 out of 5 average rating, 4 reviews

Unit 12: One Queen Bed

A rustic wooden desk is positioned against a wall, accompanied by a black stool. A small potted plant and a decorative basket filled with snacks sit atop the desk, while large windows allow natural light to illuminate the space.
Hotel room in Dover-Foxcroft
4.6 out of 5 average rating, 5 reviews

The Mill Inn: Room 4, Main St. & River View King

The exterior of Pamola Motor Lodge is presented, showcasing a two-story building with multiple balconies. A welcoming entrance features a covered porch, and a clear parking area is visible in front of the lodge. The surrounding landscape includes ample space for vehicles.
Hotel room in Millinocket

Mountain Escape: Pamola Lodge by Baxter State park

Superhost
Private room in Millinocket

100 Mile Wilderness Room at the AT Hostel

Superhost
Private room in Millinocket

Earl Shaffer Room at the Appalachian Trail Hostel

A welcoming lobby area is highlighted by a reception desk with a blue and wood design. Natural light floods in through large windows, creating a bright atmosphere. A modern art piece in the shape of a bear adorns the wall, while comfortable seating is arranged nearby.
Hotel room in Orono

2 Rooms Inside UMaine: Campus at Your Doorstep

Guest favorite
A spacious guest room features two queen beds dressed in neutral bedding, providing a comfortable sleeping area. A small sitting area with a chair is seen, along with a work desk equipped with a chair and a television mounted on the wall. Natural light enters through a window dressed with a sheer curtain.
Hotel room in Orono
5 out of 5 average rating, 17 reviews

Modern Campus Retreat w/ Unique Coburn Hall Rooms

Destinations to explore

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  2. United States
  3. Maine
  4. Penobscot County
  5. Chester
  6. Hotel rentals