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

Nov 20 – 24, 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

Nov 8 – 15, 2026

Historic Getaway In Private Unit - Tavern on Site!
Historic Getaway In Private Unit - Tavern on Site!
Historic Getaway In Private Unit - Tavern on Site!
Historic Getaway In Private Unit - Tavern on Site!
Historic Getaway In Private Unit - Tavern on Site!

Historic Getaway In Private Unit - Tavern on Site!

1 bedroom·1 bath
Island Falls • Maine
4.88(104 reviews)

$319.37 USD total for 3 nights

Nov 8 – 11, 2026

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)

$1,079.10 USD total for 4 nights

Nov 8 – 12, 2026

Bright, cozy living room with large window and inviting seating
Bring your horses and use our paddock for a fee, or enjoy watching ours (if out)
Snowy private yard with charming gazebo and tranquil winter views
1st floor bedroom has a Queen bed, 32" Roku smart tv, and a double closet.
Bright, cozy living room with large windows and comfortable seating

The Pomeroy Place | Gazebo, Fire Pit, Trails

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

$710.65 USD total for 3 nights

Nov 8 – 11, 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)

$3,455.30 USD $3,109.77 USD total for 5 nights

Nov 10 – 15, 2026

Long Lake enjoys the River Queen. Take a ride, or wave as they go by twice a day
You will enjoy a garden front yard to relax and enjoy lake view in adirondaks.
Sandy-bottom & clean swimming area with stone steps. (Sorry, no overnight ties)
150 ft. to the lake for a quick kayak, canoe, swim, or relax & enjoy the view.
Naples, Maine - Indian Head View Lakehouse

Naples, Maine - Indian Head View Lakehouse

2 bedrooms·1 bath
Naples • Maine
4.89(9 reviews)

$3,219.67 USD total for 7 nights

Jun 19 – 26, 2027

Hot tub open year round
Street view of Widow Avery House
The space is located above the garage.
The room has two twin beds with memory foam mattresses
Room has a desk with computer, printer and heat pump that provides AC in summer

Loft apt w private hot tub/patio/shared entrance

1 bedroom·1 bath
Hallowell • Maine
4.9(142 reviews)

$300.00 USD total for 3 nights

Nov 8 – 11, 2026

Sunny cottage near town/beach
Sunny cottage near town/beach
Sunny cottage near town/beach
Sunny cottage near town/beach
Sunny cottage near town/beach

Sunny cottage near town/beach

4 bedrooms·2½ baths
Ogunquit • Maine
4.9(10 reviews)

$4,903.00 USD total for 7 nights

Nov 8 – 15, 2026

Open concept layout
View from living room door
Master Bedroom
Guest Bathroom
True Ski-in/Ski-out

The Legacy at Sugarloaf

2 bedrooms·2 baths
Carrabassett Valley • Maine
5(5 reviews)

$2,094.76 USD total for 3 nights

Nov 8 – 11, 2026

Living room with stone fireplace and leather couch at Sebec Lake House
Backyard for cornhole and family fun at Sebec Lake House
Deck overlooking Sebec Lake with furniture and solo stove
Private dock on Sebec Lake for fishing and swimming
Private lake access with dock in protected cove on Sebec Lake

Sebec Lake House: Lakefront, Sleeps 12, Maine

4 bedrooms·2½ baths
Bowerbank • Maine
5(6 reviews)

$1,638.18 USD $1,501.38 USD total for 3 nights

Nov 8 – 11, 2026

Both Ledge Brook Cabins in Greenville
Baker Cabin, one of two Ledge Brook Cabins sleeping 6 in Greenville
Front porch with Adirondack chairs at Baker Cabin
Greenville location near restaurants, shops, and lake
Moosehead Lake across the street with ATV and snowmobile trail access

Baker Cabin: Greenville, Maine, Sleeps 6

3 bedrooms·1 bath
Greenville • Maine
5(5 reviews)

$969.00 USD total for 3 nights

Nov 15 – 18, 2026

Lily Bay Chalet log exterior on Moosehead Lake
Lily Bay on Moosehead Lake at sunset with mountain backdrop
Log chalet living room with large windows overlooking Moosehead Lake
Sunset over Moosehead Lake viewed from Lily Bay Chalet
Log interior with lake-view windows at Lily Bay Chalet

Lily Bay Chalet: Hot Tub, Sleeps 16, Moosehead Lake, Maine

6 bedrooms·5½ baths
Piscataquis County • Maine
5(9 reviews)

$3,116.76 USD $2,843.51 USD total for 3 nights

Nov 8 – 11, 2026

View of house and yard
Deck
.Kitchen
Living Room
Bathroom

Ogunquit Cottage

2 bedrooms·1 bath
Ogunquit • Maine
4.82(39 reviews)

$1,095.45 USD total for 3 nights

Jun 12 – 15, 2027

Retreat at Salmon Falls | River Access + Game Room
Retreat at Salmon Falls | River Access + Game Room
Retreat at Salmon Falls | River Access + Game Room
Retreat at Salmon Falls | River Access + Game Room
Retreat at Salmon Falls | River Access + Game Room

Retreat at Salmon Falls | River Access + Game Room

3 bedrooms·1 bath
Buxton • Maine

$1,181.79 USD total for 3 nights

Nov 22 – 25, 2026

Backyard with fire pit and horseshoe game at Seymour Cove House
Private dock with room for boat on Sebec Lake
Aerial view of house, backyard, fire pit, and dock
Living area with Roku TV, soundbar, WiFi, Bluetooth speaker
Deck facing Sebec Lake

Seymour Cove House: Sleeps 12, Sebec Lake, Maine

4 bedrooms·2 baths
Bowerbank • Maine

$1,976.76 USD $1,806.11 USD total for 3 nights

Nov 8 – 11, 2026

Lily Bay Cabin, one of two Ledge Brook Cabins sleeping 6 in Greenville
Greenville location near restaurants, shops, and Moosehead Lake
Living room with new furniture, gliders, and couch at Lily Bay Cabin
Fire pit and grill by the brook behind Lily Bay Cabin
Front porch with Adirondack chairs at Lily Bay Cabin

Lily Bay Cabin: Greenville, Maine, Sleeps 6

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

$1,003.20 USD $922.61 USD total for 3 nights

Nov 8 – 11, 2026

Large dock on Moosehead Lake for swimming, fishing, boating
Beaver Cove on Moosehead Lake
Living room with gas fireplace and TV at Beaver Cove House
Hot tub overlooking Moosehead Lake
Backyard with lake views and private dock at Beaver Cove House

Beaver Cove House: Hot Tub, Sleeps 12, Moosehead Lake, Maine

4 bedrooms·3 baths
Beaver Cove • Maine
5(4 reviews)

$2,603.76 USD $2,381.81 USD total for 3 nights

Nov 8 – 11, 2026

Spacious Chalet w/Lake Access - Dog Friendly image 1
Spacious Chalet w/Lake Access - Dog Friendly image 2
7 minute walk from Lovewell Pond
Spacious Chalet w/Lake Access - Dog Friendly image 4
Spacious Chalet w/Lake Access - Dog Friendly image 5

Spacious Chalet w/Lake Access - Dog Friendly

3 bedrooms·2 baths
Fryeburg • Maine
5(35 reviews)

$750.00 USD total for 3 nights

Nov 9 – 12, 2026

Saco River Retreat
Dirt/gravel driveway-fits plenty of cars or even an RV
Main floor living room. 2 reclining chairs on the ends of the couch.
Open concept living room/kitchen
Saco River Retreat

Saco River Retreat

4 bedrooms·3 baths
Fryeburg • Maine
5(13 reviews)

$1,005.00 USD total for 3 nights

Nov 8 – 11, 2026

Sweetfern Cottage
Queen bed
Double bed sleeper sofa
Sweetfern Cottage at Crabtree Neck Cottages
Sweetfern Cottage at Crabtree Neck Cottages

Sweetfern Cottage at Crabtree Neck Cottages

1 bedroom·1 bath
Hancock • Maine
4.93(55 reviews)

$600.00 USD total for 5 nights

Nov 8 – 13, 2026

Large water view deck
Owls Head harbor
Vintage kitchen
Owls Head lighthouse
Owls Head harbor

Harbor/🦞 Pound Access & Views from Large Deck

3 bedrooms·1 bath
Owls Head • Maine
5(33 reviews)

$693.01 USD $642.30 USD total for 3 nights

Nov 8 – 11, 2026

Sabbathday Pond Cozy cabin image 1
Sabbathday Pond Cozy cabin image 2
Extra seating on the far end of the dining area.
Welcome to Sabbath Day Lake. It is a picture perfect, quiet lake just 30 minutes from Portland!
Sabbathday Pond Cozy cabin image 5

Sabbathday Pond Cozy cabin

3 bedrooms·1 bath
New Gloucester • Maine
4.89(54 reviews)

$1,281.00 USD total for 3 nights

Nov 8 – 11, 2026

Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025 image 1
Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025 image 2
Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025 image 3
Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025 image 4
Queen size sleeper sofa

Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025

4 bedrooms·2 baths
Wells • Maine
4.93(43 reviews)

$750.00 USD total for 3 nights

Nov 8 – 11, 2026