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)
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

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

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)
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)
$200 – $260/ 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

Your room
Queen bed and extra twin bed
Queen bed with couch setup
TV, and secretary desk
Stairs to second floor room

West End Room Near Top Food & Old Port Attractions

1 bedroom·1 bath
Portland • Maine
5(6 reviews)

$294.30 USD total for 3 nights

Nov 1 – 4, 2026

Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port

Sweet Home Near Food & Old Port

2 bedrooms·1½ baths
Portland • Maine

$1,079.10 USD total for 3 nights

Sep 23 – 26, 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

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)
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)
$89 – $115/ 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

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

Dec 31, 2026 – Jan 7, 2027

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)
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

Sep 23 – 30, 2026

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
$136 – $443/ night(excl. fees & taxes)
Charming cottage retreat with a spacious yard, mature trees, and a peaceful setting for a relaxing getaway.
Bright farmhouse kitchen with modern appliances, ample counter space, and warm wood accents.
Private 20-foot waterfront dock with space for boats up to 18 feet, making it easy to enjoy boating, fishing, and relaxing on the lake.
Cozy wood-paneled living room with comfortable seating, a TV, and warm cabin charm.
Cozy bedroom with a full bed, warm wood accents, and natural light.

Wiggin Stream Camp

3 bedrooms·1 bath
Greenville • Maine
$148 – $353/ night(excl. fees & taxes)