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 – $1,374/ night(excl. fees & taxes)
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)

$801.15 USD total for 3 nights

Nov 8 – 11, 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

Nov 8 – 11, 2026

Secluded log home with amazing ocean views and private, sandy beach
Living area
Enjoy morning coffee on the covered porches from master and second bedrooms
Beautiful Cutler Harbor
Gather at night with family and friends in the coziness of the cabin...

Bear Beach Maine! Oceanfront Log Cabin, Secluded Sandy Beach, Sunsets & Sauna

4 bedrooms·2 baths
Cutler • Maine
5(115 reviews)

$1,662.25 USD total for 3 nights

Nov 19 – 22, 2026

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)

$2,708.00 USD total for 4 nights

Nov 7 – 11, 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)
$365/ 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

5 br main house (left), 2 br guest house (middle), and bunkhouse (right)
Exterior - Front Door
Property grounds
Main House (left) and Guest House (right)
Bunkhouse

8BR Lakefront Retreat- Huge Yard, Views & Fire Pit

8 bedrooms·3 baths
Casco • Maine
5(25 reviews)

$9,133.20 USD total for 7 nights

Jun 6 – 13, 2027

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)
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

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)

$2,325.00 USD total for 7 nights

Nov 7 – 14, 2026

Anchor's Rest - Coastal retreat house image 1
Anchor's Rest - Coastal retreat house image 11
Anchor's Rest - Coastal retreat house image 3
Anchor's Rest - Coastal retreat house image 5
Anchor's Rest - Coastal retreat house image 17

Anchor's Rest - Coastal retreat house

4 bedrooms·1½ baths
Stockton Springs • Maine
4.76(34 reviews)

$790.00 USD total for 3 nights

Jun 22 – 25, 2027

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

Nov 7 – 14, 2026

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 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)

$347.71 USD total for 3 nights

Nov 7 – 10, 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)

$347.71 USD total for 3 nights

Nov 7 – 10, 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)

$1,133.60 USD total for 4 nights

Nov 7 – 11, 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)

$763.13 USD total for 3 nights

Nov 7 – 10, 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

Spacious open-concept living and dining area featuring rustic wood furnishings, hardwood floors, comfortable sectional seating, and plenty of natural light.
Historic farmhouse with covered porch, large driveway, and wooded surroundings with fall foliage.
Rustic dining room with handcrafted wood table, seating for eight, hardwood floors, and charming Maine lodge décor.
Fully equipped kitchen with spacious countertops, full-size appliances, and plenty of cabinet storage.
Large Parking Area for Trucks and Trailers

Moosehead Lake Lodge

4 bedrooms·2 baths
Greenville • Maine

$904.02 USD total for 3 nights

Nov 7 – 10, 2026

Charming white farmhouse retreat with a wraparound porch, shaded yard, and peaceful small-town setting.
Cozy farmhouse living room with warm wood floors, a wood stove, and inviting rustic charm.
Bright farmhouse dining room with warm wood floors, natural light, and timeless rustic charm.
Bright farmhouse kitchen with warm wood cabinetry, a spacious island, and cozy modern charm.
Spacious king bedroom with warm wood floors, cozy decor, and bright natural light.

The Pritham House | Pet-Friendly, Public Beach & Dining

3 bedrooms·2 baths
Greenville • Maine

$1,220.94 USD total for 3 nights

Nov 7 – 10, 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 7 – 14, 2026