The Glen House is located on the Sunday River Golf Course at the Sunday River Resort in Newry, Maine
The Glen House overlooks the 1st hole and the Mahoosuc Mountain range.
Welcome to the Glen House!
Gas fireplace, plenty of seating, sonos housewide sound system and amazing views greet you as you enter
Glen House

Glen House

9 bedrooms·9½ baths
Newry • Maine
4.99(250 reviews)

$10,042.26 USD $7,790.76 USD total for 3 nights

Sep 27 – 30, 2026

'The Little Red House'
Google Earth view of Property
View from dining area
Main Living area. Water views from all windows.
View from Loft of main living area

The Little Red House

2 bedrooms·1 bath
Bristol • Maine
5(6 reviews)
$220 – $500/ night(excl. fees & taxes)
Cozy Cabin, Big Views | Maine Mountain Retreat
Cozy Cabin, Big Views | Maine Mountain Retreat
Cozy Cabin, Big Views | Maine Mountain Retreat
Cozy Cabin, Big Views | Maine Mountain Retreat
Cozy Cabin, Big Views | Maine Mountain Retreat

Cozy Cabin, Big Views | Maine Mountain Retreat

3 bedrooms·2 baths
Greenwood • Maine
5(55 reviews)

$1,497.03 USD total for 3 nights

Sep 24 – 27, 2026

Panoramic Sea Views • Oceanic Hot Tub • Epic Food image 1
Back yard features perennials, ornamental shrubs, roses galore and 4 person outdoor hot tub
Panoramic Sea Views • Oceanic Hot Tub • Epic Food image 3
Oversize main bedroom roof deck offers sweeping views of waves crashing on Picnic Point, Whitehead, Cushings Island, moonrise, the Atlantic Ocean, starry skies, boats navigating Whitehead passage, and sometimes even fireworks!
Panoramic Sea Views • Oceanic Hot Tub • Epic Food image 5

Peaks Islnd Seaside Cottage hot tub/decks/walkable

3 bedrooms·2½ baths
Portland • Maine
4.9(48 reviews)
$295 – $1,399/ night(excl. fees & taxes)
Enjoy starry nights by the fire, listening to the sound of flowing water
The listing is located on the lower floor of a 2-story log cabin
River View Room
River View Room
Meadow View Room

Eco-friendly water view retreat near Acadia

2 bedrooms·1 bath
Trenton • Maine
4.98(129 reviews)

$1,175.40 USD total for 4 nights

Oct 20 – 24, 2026

Private Maine Lake House | 4-Season Waterfront!
Private Maine Lake House | 4-Season Waterfront!
Private Maine Lake House | 4-Season Waterfront!
Private Maine Lake House | 4-Season Waterfront!
Private Maine Lake House | 4-Season Waterfront!

Private Maine Lake House | 4-Season Waterfront!

3 bedrooms·1 bath
Lincoln • Maine
5(1 review)

$914.25 USD total for 3 nights

Sep 28 – Oct 1, 2026

Epic beach views for days...
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Hop, skip and a jump to the beach!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
You are here.

Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!

3 bedrooms·1½ baths
Old Orchard Beach • Maine
4.9(10 reviews)

$1,467.14 USD total for 3 nights

Sep 27 – 30, 2026

Acadia National Park Winter Harbor House is your clean, comfortable, convenient home away from home. (Photo doesn't display well...see next picture)
Come in!
Cheerful, cozy, comfortable living/dining room is sunlit all day long - sunrise to sunset - and features original art and photography by local artists.
Ocean breezes lull you into a relaxed state.
Fully equipped kitchen basks in cheerful morning sunshine.

Acadia National Park Winter Harbor Maine

3 bedrooms·1½ baths
Winter Harbor • Maine
4.95(62 reviews)

$1,297.10 USD total for 4 nights

Sep 23 – 27, 2026

Pleasant Mountain/Shawnee Peak and Moose Pond (view from association beach)
View of Pleasant Mountain/Shawnee Peak from beach area in April 2022
Association shared beach-Must have pass with you.
Front of the house. Parking for 4 vehicles.
Back of the house surrounded by lovely trees for privacy.

5 bedroom home near Pleasant Mountain & Moose Pond

5 bedrooms·2 baths
Bridgton • Maine
5(84 reviews)

$1,635.00 USD total for 3 nights

Sep 23 – 26, 2026

Houseboat NOMAD in Lakeville, Maine
Houseboat NOMAD in Lakeville, Maine
Houseboat NOMAD in Lakeville, Maine
Houseboat NOMAD in Lakeville, Maine
Houseboat NOMAD in Lakeville, Maine

Houseboat NOMAD in Lakeville, Maine

0 bedrooms·1 bath
Springfield • Maine
4.99(98 reviews)
$395/ night(excl. fees & taxes)
Sea Duck Cottage Oceanfront, Private Beach Access, Modern, WIFI, roomy, bright
Exterior
Sea Duck Cottage | Oceanfront 3/2 Home in Maine. Private Access to the beach
View of the Maine ocean and coast from the Sea Duck Cottage Main House.
Sea Duck Cottage in Maine 3/2 oceanfront with private beach access.

Maine Coastal Luxury Home: Oceanfront 3BR w Beach Access & Stunning Views

3 bedrooms·2 baths
Jonesport • Maine
5(50 reviews)
$588 – $625/ night(excl. fees & taxes)
Kitchen porch view
Porch
Porch 2
Front of the house
Kitchen/porch

Long Lake Escape, fun in all four seasons.

3 bedrooms·1½ baths
Bridgton • Maine
5(8 reviews)

$1,099.25 USD total for 3 nights

Mar 1 – 4, 2027

SKI IN / OUT @ Pleasant Mountain in Bridgton ME!
SKI IN / OUT @ Pleasant Mountain in Bridgton ME!
SKI IN / OUT @ Pleasant Mountain in Bridgton ME!
SKI IN / OUT @ Pleasant Mountain in Bridgton ME!
SKI IN / OUT @ Pleasant Mountain in Bridgton ME!

SKI IN / OUT @ Pleasant Mountain in Bridgton ME!

3 bedrooms·2½ baths
Bridgton • Maine
5(18 reviews)
$549 – $599/ night(excl. fees & taxes)
Houseboat ROAM in Lakeville, Maine
Houseboat ROAM in Lakeville, Maine
Houseboat ROAM in Lakeville, Maine
Houseboat ROAM in Lakeville, Maine
Houseboat ROAM in Lakeville, Maine

Houseboat ROAM in Lakeville, Maine

0 bedrooms·1 bath
Springfield • Maine
5(115 reviews)
$295/ night(excl. fees & taxes)
Deck from South-West.
Bright, private architectural cottage image 2
Bright, private architectural cottage image 3
Bright, private architectural cottage image 4
Bright, private architectural cottage image 5

Prud'homme Cottage

3 bedrooms·2 baths
Tremont • Maine
4.9(30 reviews)
$300/ night(excl. fees & taxes)
Cute and cozy lake view cottage
Cute and cozy lake view cottage
Cute and cozy lake view cottage
Cute and cozy lake view cottage
Cute and cozy lake view cottage

Cute and cozy lake view cottage

2 bedrooms·1 bath
Standish • Maine

$1,008.25 USD total for 3 nights

Dec 31, 2026 – Jan 3, 2027

Wildewood Haven on beautiful Long Pond image 1
Wildewood Haven on beautiful Long Pond image 2
Wildewood Haven on beautiful Long Pond image 3
Deck off of loft
Wildewood Haven on beautiful Long Pond image 5

Wildewood Haven on beautiful Long Pond

3 bedrooms·2 baths
Rome • Maine
5(17 reviews)

$981.00 USD total for 4 nights

Oct 2 – 6, 2026

Water's Edge at Moose Pond - Waterfront/Skiing
Water's Edge at Moose Pond - Waterfront/Skiing
Water's Edge at Moose Pond - Waterfront/Skiing
Water's Edge at Moose Pond - Waterfront/Skiing
Water's Edge at Moose Pond - Waterfront/Skiing

Water's Edge at Moose Pond - Waterfront/Skiing

5 bedrooms·2½ baths
Bridgton • Maine

$7,167.00 USD total for 7 nights

Sep 23 – 30, 2026

welcome to the cottage. Our driveway is to the LEFT of the fence
evening view.. our dock is the "L" shaped dock
view across the lake from the cottage
View of the cottage from the waterfront
waterside porch view

Moonlight Bay Cottage

7 bedrooms·3½ baths
Winthrop • Maine
5(2 reviews)

$6,711.25 USD total for 7 nights

Sep 23 – 30, 2026

Historic Getaway In Private Room - Tavern on Site! image 1
Historic Getaway In Private Room - Tavern on Site! image 2
Historic Getaway In Private Room - Tavern on Site! image 3
Historic Getaway In Private Room - Tavern on Site! image 4
Historic Getaway In Private Room - Tavern on Site! image 5

Historic Getaway In Private Room - Tavern on Site!

1 bedroom·1 bath
Island Falls • Maine
4.91(121 reviews)
$89 – $115/ night(excl. fees & taxes)
Cozy fire pit surrounded by seating
Charming kitchen with cozy loft access
Cozy bedroom with lake-inspired decor
Cozy bunk room
Cozy living space with rustic charm

Crescent Lake Cottage | Beach + Boat Launch

3 bedrooms·1 bath
Raymond • Maine
5(2 reviews)
$144 – $510/ night(excl. fees & taxes)
Welcome to the Guest House!
The guest house is your own separate place, tucked in among the surrounding gardens and trees on Munjoy Hill.
Entry and dining area with sliding door connecting to guests' private garden patio.
Living room with side tables and big window for afternoon sunlight.
Radiant concrete slab heat on the ground floor for warm toes in winter. Radiant tile heat in the upstairs bathroom.

Modern Guest House + garden patio on Munjoy Hill

2 bedrooms·1½ baths
Portland • Maine
4.98(55 reviews)

$1,137.96 USD total for 4 nights

Oct 28 – Nov 1, 2026

Peaceful forest trails
The main entrance with keypad faces the driveway. The two bedrooms are on the street side of the house, and the living room and kitchen picture windows face East with a view of the horse pasture and historic rock wall.
1 Queen cot or 2 Single cots available with advance request. The upstairs sitting room is one option for cot placement.
Spacious living room. Couch sleeps 1 in a pinch - 80" total length.
The Pomeroy Place | Gazebo, Fire Pit, Trails

The Pomeroy Place | Gazebo, Fire Pit, Trails

2 bedrooms·1 bath
Corinth • Maine
4.93(14 reviews)

$941.58 USD total for 3 nights

Sep 23 – 26, 2026

Private outdoor patio with dining area,Adirondack and lounge with water views.
Living area
Our private path&boardwalk through our fragrant searoses. House at end of path.
Third floor (top floor) with large bedroom with 4 twin beds with water views.
Our yard in June filled with fragrant sea roses, wildflowers and many birds.

Wells Beach - Beach Front acre of dune, 3 bdrms, 2.5baths, AC/Heat

3 bedrooms·2 baths
Wells • Maine
4.85(27 reviews)
$571/ night(excl. fees & taxes)