Vacation rentals in Winter Harbor, ME

Best vacation rentals and Airbnb offers in Winter Harbor, ME

Walk to Harbor: Pet-friendly Apt in Sorrento!

Apartment, Winter Harbor

Walk to Harbor: Pet-friendly Apt in Sorrento! is a apartment in Winter Harbor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Walk to Harbor: Pet-friendly Apt in Sorrento!

Walk to Harbor: Pet-friendly Apt in Sorrento! is a apartment in Winter Harbor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,082.

From$120/night

Show›

Open layout Maine cottage with washer/dryer & grill - dog-friendly

Holiday Home, Winter Harbor

Open layout Maine cottage with washer/dryer & grill - dog-friendly is a holiday home in Winter Harbor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

Read more

About Open layout Maine cottage with washer/dryer & grill - dog-friendly

Open layout Maine cottage with washer/dryer & grill - dog-friendly is a holiday home in Winter Harbor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,094.

From$156/night

Show›

\"PorchView\" at Corea Harbor - sweet one bedroom w/views! Near Schoodic/Acadia.

Apartment, Winter Harbor

\"PorchView\" at Corea Harbor - sweet one bedroom w/views! Near Schoodic/Acadia. is a apartment in Winter Harbor, with pet-friendly space, kitchen access, and room for a group. This stay…

Read more

About \"PorchView\" at Corea Harbor - sweet one bedroom w/views! Near Schoodic/Acadia.

\"PorchView\" at Corea Harbor - sweet one bedroom w/views! Near Schoodic/Acadia. is a apartment in Winter Harbor, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,475.

From$211/night

Show›

Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!

Apartment, Winter Harbor

Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor! is a apartment in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!

Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor! is a apartment in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,645.

From$235/night

Show›

Waterfront vacation rentals in Winter Harbor, ME

Discover vacation rentals close to the coast, water, and beach areas around Winter Harbor, ME.

\"HarborGlow Lodge\" at Corea - Coastal home w/water views! Near Schoodic/Acadia.

Country House, Winter Harbor

\"HarborGlow Lodge\" at Corea - Coastal home w/water views! Near Schoodic/Acadia. is a country house in Winter Harbor, with parking and kitchen access. This stay gives travelers a…

Read more

About \"HarborGlow Lodge\" at Corea - Coastal home w/water views! Near Schoodic/Acadia.

\"HarborGlow Lodge\" at Corea - Coastal home w/water views! Near Schoodic/Acadia. is a country house in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,756.

From$251/night

Show›

Eclectic & Forested Cabin w/ Firepit & Beach Access Near Acadia Schoodic

Cabin, Winter Harbor

Eclectic & Forested Cabin w/ Firepit & Beach Access Near Acadia Schoodic is a cabin in Winter Harbor, with easy beach access, parking, and kitchen access. This stay gives travelers a…

Read more

About Eclectic & Forested Cabin w/ Firepit & Beach Access Near Acadia Schoodic

Eclectic & Forested Cabin w/ Firepit & Beach Access Near Acadia Schoodic is a cabin in Winter Harbor, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,498.

From$357/night

Show›

Coastal charm & harbor views just steps from Sand Cove Beach

Holiday Home, Winter Harbor

Coastal charm & harbor views just steps from Sand Cove Beach is a holiday home in Winter Harbor, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

Read more

About Coastal charm & harbor views just steps from Sand Cove Beach

Coastal charm & harbor views just steps from Sand Cove Beach is a holiday home in Winter Harbor, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,598.

From$371/night

Show›

Winter Harbor Haven - NEW!

Holiday Home, Winter Harbor

Winter Harbor Haven - NEW! is a holiday home in Winter Harbor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Winter Harbor Haven - NEW!

Winter Harbor Haven - NEW! is a holiday home in Winter Harbor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,266.

From$467/night

Show›

Vacation rentals with parking in Winter Harbor, ME

Find vacation rentals that make arriving by car easier.

Modern private home central location to beautiful coastal views

Holiday Home, Winter Harbor

Modern private home central location to beautiful coastal views is a holiday home in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Modern private home central location to beautiful coastal views

Modern private home central location to beautiful coastal views is a holiday home in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,877.

From$268/night

Show›

The Crocker House Country Inn (Rm 10)

B & B, Winter Harbor

The Crocker House Country Inn (Rm 10) is a b & b in Winter Harbor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About The Crocker House Country Inn (Rm 10)

The Crocker House Country Inn (Rm 10) is a b & b in Winter Harbor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,142.

From$306/night

Show›

The Crocker House Country Inn (Rm 9)

B & B, Winter Harbor

The Crocker House Country Inn (Rm 9) is a b & b in Winter Harbor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About The Crocker House Country Inn (Rm 9)

The Crocker House Country Inn (Rm 9) is a b & b in Winter Harbor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,142.

From$306/night

Show›

Rustic Cabin - Close to Bar Harbor & Acadia National Park License # VR2R26-241

Cabin, Winter Harbor

Rustic Cabin - Close to Bar Harbor & Acadia National Park License # VR2R26-241 is a cabin in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Rustic Cabin - Close to Bar Harbor & Acadia National Park License # VR2R26-241

Rustic Cabin - Close to Bar Harbor & Acadia National Park License # VR2R26-241 is a cabin in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,256.

From$322/night

Show›

Pet-friendly vacation rentals in Winter Harbor, ME

Bring your pet along with stays that welcome four-legged travelers.

Walk to Harbor: Pet-Friendly Apt in Sorrento!

Apartment, Winter Harbor

Walk to Harbor: Pet-Friendly Apt in Sorrento! is a apartment in Winter Harbor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Walk to Harbor: Pet-Friendly Apt in Sorrento!

Walk to Harbor: Pet-Friendly Apt in Sorrento! is a apartment in Winter Harbor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $943.

From$135/night

Show›

Peaceful Gouldsboro Vacation Rental w/ Grill

Holiday Home, Winter Harbor

Peaceful Gouldsboro Vacation Rental w/ Grill is a holiday home in Winter Harbor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Peaceful Gouldsboro Vacation Rental w/ Grill

Peaceful Gouldsboro Vacation Rental w/ Grill is a holiday home in Winter Harbor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and non smoking::room.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,990.

From$206/night

Show›

Peaceful Gouldsboro Vacation Rental w/ Grill

Holiday Home, Winter Harbor

Peaceful Gouldsboro Vacation Rental w/ Grill is a holiday home in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Peaceful Gouldsboro Vacation Rental w/ Grill

Peaceful Gouldsboro Vacation Rental w/ Grill is a holiday home in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,776.

From$254/night

Show›

Fisherman's Family Home, New Listing, in the fishing village of Corea.

Holiday Home, Winter Harbor

Fisherman's Family Home, New Listing, in the fishing village of Corea. is a holiday home in Winter Harbor, with pet-friendly space, kitchen access, and room for a group. This stay gives…

Read more

About Fisherman's Family Home, New Listing, in the fishing village of Corea.

Fisherman's Family Home, New Listing, in the fishing village of Corea. is a holiday home in Winter Harbor, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,496.

From$357/night

Show›

Vacation rentals with a kitchen in Winter Harbor, ME

Compare stays with kitchen access for longer trips and easier meals.

Gaia Nook-Mirror Dome with Private Bathroom

Cabin, Winter Harbor

Gaia Nook-Mirror Dome with Private Bathroom is a cabin in Winter Harbor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Gaia Nook-Mirror Dome with Private Bathroom

Gaia Nook-Mirror Dome with Private Bathroom is a cabin in Winter Harbor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,206.

From$315/night

Show›

Quiet and located close to the ocean 2 bedroom 2 bath home

Holiday Home, Winter Harbor

Quiet and located close to the ocean 2 bedroom 2 bath home is a holiday home in Winter Harbor, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

Read more

About Quiet and located close to the ocean 2 bedroom 2 bath home

Quiet and located close to the ocean 2 bedroom 2 bath home is a holiday home in Winter Harbor, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,289.

From$327/night

Show›

Steps to Arcadia NP - Spacious Winter Harbor Home!

Cottage, Winter Harbor

Steps to Arcadia NP - Spacious Winter Harbor Home! is a cottage in Winter Harbor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Steps to Arcadia NP - Spacious Winter Harbor Home!

Steps to Arcadia NP - Spacious Winter Harbor Home! is a cottage in Winter Harbor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,018.

From$601/night

Show›

Charming Coastal House with Cozy Living Spaces and Outdoor Firepit

Holiday Home, Winter Harbor

Charming Coastal House with Cozy Living Spaces and Outdoor Firepit is a holiday home in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Charming Coastal House with Cozy Living Spaces and Outdoor Firepit

Charming Coastal House with Cozy Living Spaces and Outdoor Firepit is a holiday home in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,643.

From$663/night

Show›

Family-friendly vacation rentals in Winter Harbor, ME

Plan a trip with stays that give families more room to spread out.

Spectacular Oceanside Carriage House

Cottage, Winter Harbor

Spectacular Oceanside Carriage House is a cottage in Winter Harbor, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Spectacular Oceanside Carriage House

Spectacular Oceanside Carriage House is a cottage in Winter Harbor, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,394.

From$199/night

Show›

Peaceful Gouldsboro Vacation Rental w/ Grill

Cottage, Winter Harbor

Peaceful Gouldsboro Vacation Rental w/ Grill is a cottage in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Peaceful Gouldsboro Vacation Rental w/ Grill

Peaceful Gouldsboro Vacation Rental w/ Grill is a cottage in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,066.

From$242/night

Show›

Cabin Among the Pines

Cabin, Winter Harbor

Cabin Among the Pines is a cabin in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Cabin Among the Pines

Cabin Among the Pines is a cabin in Winter Harbor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, kids friendly, kids friendly videos or books, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,199.

From$314/night

Show›

Waterfront Sea Cottage w/ Fire Pit, 1 dog, watertoys

Holiday Home, Winter Harbor

Waterfront Sea Cottage w/ Fire Pit, 1 dog, watertoys is a holiday home in Winter Harbor, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

Read more

About Waterfront Sea Cottage w/ Fire Pit, 1 dog, watertoys

Waterfront Sea Cottage w/ Fire Pit, 1 dog, watertoys is a holiday home in Winter Harbor, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,714.

From$388/night

Show›