Cottages & Vacation Rentals in Southwest Harbor

Updating...

More filters (2)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
Grill
Fireplace
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Clothes dryer
Cribs
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Table tennis
Ceiling Fans
Games room
Trampoline
Pool or snooker table
Towels provided
Hair dryer
Stove
Fridge
Freezer
Microwave
Linen provided
Bicycles available
Fax machine
Climbing frame
Swing set or jungle gym
Private fishing lake or river
Staffed property
Boat available
Video player
Housekeeping Included

See all

Less

Pets
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible

See all

Less

City breaks
Skiing – property near ski resort
Walking trips
Water sports

Horse riding
Fishing
Cycling trips
Golf within 30mins drive
Mountain Views

See all

Less

32 cottages

Sort by:

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

1 bedroom
1 bathroom

sleeps 6

Match: Climbing frame Trampoline

All filters match

Price per night from

$261

The Swindon House

Roseboom house

2 bedrooms
3 bathrooms

sleeps 4

Match: Climbing frame Trampoline

All filters match

Price per night from

$344

Mobile QA Test home [TEST]

Marlborough cave house

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Climbing frame, Trampoline

1 of 2 filters match

Price per night from

$12

Pleasant Forest Shores cottages #Apt : So. Chatham

South Chatham cottage

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$75

Pleasant Forest Shores cottages #2 : So. Chatham

South Chatham cottage

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$102

Pleasant Forest Shores cottages #3 : So. Chatham

South Chatham cottage

3 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$115

Large Modern Cabin with Hot Tub Tucked in Woods

Bethel log cabin

5 bedrooms
5 bathrooms

sleeps 13

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$860

Tree Tops Cottages. Up to 4 cottages available.

South Hero cottage

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$247

Oar Island

Bremen cottage

3 bedrooms
1 bathroom

sleeps 8

“perfect” We love Oar Island. It is the perfect vacation place for families with children of different ages, or just a couple. There is hiking, sunning, relaxation, but mostly what we love about Oar Island is the isolation. It is an adventure as well, since the only way to get there is by the little motorboat. It is a getaway for certain kinds of people; but if you prefer the Marriott type of stay, this is not that kind, it is much more "out-doorsy".

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$270

Ocean View Cape on 14 Private Acres

Searsport house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$373

Modern Luxe Loft

Needham apartment

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$172

Beautiful new house + classic cottage Seal Harbor

Seal Harbor house

6 bedrooms
4 bathrooms

sleeps 12

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$918

Lake Placid Adirondack Waterfront Camp-Home

Lake Placid house

4 bedrooms
3 bathrooms

sleeps 10

“Great place to bring your family to unplug.” No better location to enjoy a great family vacation.

Responds fast! avg. 2 hours 49 minutes

1 of 2 match: Climbing frame, Trampoline

1 of 2 filters match

Price per night from

$746

Crows Nest @ Captain Alexander's Hideaway

West Harwich house

2 bedrooms
1 bathroom

sleeps 4

“Great place to stay and play” A great place to stay for a vacation on Cape Cod. The rooms were comfortable and of good size. There was a relaxing atmosphere and all the comforts of home. Plenty of games and videos for adults and kids and a large screen TV. Parking was ample and easy to come and go. The kitchen was more than expected. The back yard and spacious rear deck and furnishings made outdoor meals and barbecuing a pleasure. I especially liked the covered outdoor shower (with hotwater) to wash away beach sand and ocean salt. Speaking of ocean salt, the beach is just a short walk away.

1 of 2 match: Climbing frame, Trampoline

1 of 2 filters match

Price per night from

$115

5 BR lakefront ski chalet near Gore Mountain, sleeps 14, private beach

Schroon Lake house

5 bedrooms
4 bathrooms

sleeps 14

1 of 2 match: Climbing frame, Trampoline

1 of 2 filters match

Price per night from

$402

Bear Mountain Lodge - 560 Acres of Private Estate

Robbinston house

4 bedrooms
3 bathrooms

sleeps 11

1 of 2 match: Climbing frame, Trampoline

1 of 2 filters match

Price per night from

$286

Waterfront home - Spectacular Sunsets

Bourne house

4 bedrooms
2 bathrooms

sleeps 9

“Peace & Tranquility” I have stayed here 4+ times, and I come home relaxed and rejuvenated. It's centrally located in the middle of the western cape, the sunsets are perfect, we usually have meals out on the expansive deck, we bring our kayaks, watch the shipping entering the canal, walk/run/bike the canal path(both sides), cook or grill fresh seafood from local stores, enjoy the wine tastings at the Belfry, jump over to the vineyard for the day, and did I mention the sunsets? The home is roomy, light and airy, plenty of parking, just perfect for us.

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$631

The Jethro Peckham House

Middletown house

5 bedrooms
2 bathrooms

sleeps 13

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$402

Beach Chic Chatham 5⭐ Private-Newly Renov'd-Hear Waves at Night-5m Walk to Beach

Chatham house

3 bedrooms
2 bathrooms

sleeps 10

“Great time!!” This wonderful home was great for our Cape vacation! The home is beautiful and the owner's pride and love for their home shows throughout the property. The owners were excellent to work with, very professional and very responsive to inquiries. The house is beautifully decorated and extremely well stocked with everything we needed to make our vacation perfect. We appreciated all the amenities - inside and out, the huge rear deck was one of our favorite places to relax and enjoy the quiet area and the beautiful landscaping, we could even hear the waves at night. The location was very convenient to restaurants, shops and beaches and is centrally located to exploring anywhere on the Cape. We are looking forward to calling this our "home away from home" again!!!

1 of 2 match: Trampoline, Climbing frame

1 of 2 filters match

Price per night from

$396