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Holiday Homes in Kittery

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49 rentals in Kittery.
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Houseboat Located In The Beautiful Kittery/ Portsmouth Harbor, holiday rental in Kittery

Houseboat Located In The Beautiful Kittery/ Portsmouth Harbor

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Houseboat located in the beautiful Kittery/ Portsmouth Harbor, holiday rental in Kittery

Houseboat located in the beautiful Kittery/ Portsmouth Harbor

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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THANKSGIVING OPEN,Chauncey Creek House,Gerrish Island  600' waterfront,office, holiday rental in Kittery

THANKSGIVING OPEN,Chauncey Creek House,Gerrish Island 600' waterfront,office

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vintage 1968 Hatteras Boat Located in the Beautiful Kittery/ Portsmouth Harbor, holiday rental in Kittery

Vintage 1968 Hatteras Boat Located in the Beautiful Kittery/ Portsmouth Harbor

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Panoramic Water View Home, holiday rental in Kittery

Panoramic Water View Home

5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous, colorful house- walking distance to downtown Portsmouth, holiday rental in Kittery

Gorgeous, colorful house- walking distance to downtown Portsmouth

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Portsmouth Downtown With A View And Bring Your Dog Too!, holiday rental in Kittery

Portsmouth Downtown With A View And Bring Your Dog Too!

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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History and Comfortable Luxury Downtown, holiday rental in Kittery

History and Comfortable Luxury Downtown

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Escape in Peace During Leaf Season!  Renovated Airy Seacoast Home, holiday rental in Kittery

Escape in Peace During Leaf Season! Renovated Airy Seacoast Home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Blue Door at Rye Beach, holiday rental in Kittery

Blue Door at Rye Beach

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lovely Waterfront Suite near Portsmouth, holiday rental in Kittery

Lovely Waterfront Suite near Portsmouth

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming 2BR just up the hill from York Harbor Beach!, holiday rental in Kittery

Charming 2BR just up the hill from York Harbor Beach!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous Ocean Views, holiday rental in Kittery

Gorgeous Ocean Views

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Walk to��️��️!�SUMMER 2021 NOW AVAILABLE!BOOK YOUR QUIET SUMMER RETREAT!!, holiday rental in Kittery

Walk to��️��️!�SUMMER 2021 NOW AVAILABLE!BOOK YOUR QUIET SUMMER RETREAT!!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Ocean View Steps Away from York Harbor Beach!, holiday rental in Kittery

Ocean View Steps Away from York Harbor Beach!

6 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Beautiful Victorian Estate Overlooking the Atlantic Ocean and York Harbor, holiday rental in Kittery

Beautiful Victorian Estate Overlooking the Atlantic Ocean and York Harbor

8 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Wake up to the Sounds and Smell of the Sea, holiday rental in Kittery

Wake up to the Sounds and Smell of the Sea

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Come enjoy the best kept secret in seaside living with an ocean view., holiday rental in Kittery

Come enjoy the best kept secret in seaside living with an ocean view.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Cape Home Located Directly On Rye Beach, NH.  USA, holiday rental in Kittery

Beachfront Cape Home Located Directly On Rye Beach, NH. USA

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant Studio Apartment walk to downtown, holiday rental in Kittery

Elegant Studio Apartment walk to downtown

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly-renovated getaway w/ an updated kitchen & deck w/ ocean & sunrise views, holiday rental in Kittery

Newly-renovated getaway w/ an updated kitchen & deck w/ ocean & sunrise views

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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York Village Art Boutique, holiday rental in Kittery

York Village Art Boutique

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Newly Renovated (2017) Beachfront Cottage On Near Rye Harbor & Jenness Beach!, holiday rental in Kittery

Newly Renovated (2017) Beachfront Cottage On Near Rye Harbor & Jenness Beach!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Portsmouth.  Beautiful 2 BR Condo. Great Location. Short Walk To Market Square., holiday rental in Kittery

Portsmouth. Beautiful 2 BR Condo. Great Location. Short Walk To Market Square.

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Great Island Inn - Queen Studio Apt - Ocean View, holiday rental in Kittery

Great Island Inn - Queen Studio Apt - Ocean View

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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THE INN Downtown - Deluxe Queen Studio Apartment, holiday rental in Kittery

THE INN Downtown - Deluxe Queen Studio Apartment

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lovely Waterfront House near Portsmouth, holiday rental in Kittery

Lovely Waterfront House near Portsmouth

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Rustic York Harbor family cottage., holiday rental in Kittery

Rustic York Harbor family cottage.

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cozy and comfortable cottage situated right on the ocean, holiday rental in Kittery

Cozy and comfortable cottage situated right on the ocean

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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WATERFRONT new 1BR apartment within easy walking distance to downtown Portsmouth, holiday rental in Kittery

WATERFRONT new 1BR apartment within easy walking distance to downtown Portsmouth

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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A Classic New England vacation with a short walk to the beach!, holiday rental in Kittery

A Classic New England vacation with a short walk to the beach!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great Island Inn - King Studio Apt - Village View, holiday rental in Kittery

Great Island Inn - King Studio Apt - Village View

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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A Charming, Upscale Beach House Only A Two-Minute Walk to the Ocean, holiday rental in Kittery

A Charming, Upscale Beach House Only A Two-Minute Walk to the Ocean

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great Island Inn - King  Studio Apt - Main Street View, holiday rental in Kittery

Great Island Inn - King Studio Apt - Main Street View

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly renovated, clean 1BR apartment, 1 block from downtown Portsmouth, holiday rental in Kittery

Newly renovated, clean 1BR apartment, 1 block from downtown Portsmouth

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Great Island Inn - King Studio Apartment  - Garden View, holiday rental in Kittery

Great Island Inn - King Studio Apartment - Garden View

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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York Beach Sea Ranch, holiday rental in Kittery

York Beach Sea Ranch

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Wonderful 3-bedroom beach cottage in York Harbor, holiday rental in Kittery

Wonderful 3-bedroom beach cottage in York Harbor

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Johnson House, holiday rental in Kittery

Johnson House

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Great Island Inn - Queen Studio Apt - Village View, holiday rental in Kittery

Great Island Inn - Queen Studio Apt - Village View

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming 2 bedroom  home  -  walk  to  downtown Portsmouth/15 minutes  to beach, holiday rental in Kittery

Charming 2 bedroom home - walk to downtown Portsmouth/15 minutes to beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Great Price, Classy, Fully Furnished 1-bedroom Apt. in a House, holiday rental in Kittery

Great Price, Classy, Fully Furnished 1-bedroom Apt. in a House

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Dog Friendly Secluded Home In Seaside Community, holiday rental in Kittery

Dog Friendly Secluded Home In Seaside Community

6 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Rye Beach Cottage at Crown Colony, holiday rental in Kittery

Rye Beach Cottage at Crown Colony

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private 3 Bedroom Home Minutes from Rye Beaches and Portsmouth NH., holiday rental in Kittery

Private 3 Bedroom Home Minutes from Rye Beaches and Portsmouth NH.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Green Edge Of Fabulous Downtown, holiday rental in Kittery

Green Edge Of Fabulous Downtown

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Great Island Inn - King Studio Apt - River View, holiday rental in Kittery

Great Island Inn - King Studio Apt - River View

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Full Inn Rental! - Quiet and lovely - 6 bed, 6 bath, former B&B, perfect getaway, holiday rental in Kittery

Full Inn Rental! - Quiet and lovely - 6 bed, 6 bath, former B&B, perfect getaway

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Luxury Service- Magnificent Waterfront Estate/ heated pool and magnificent views, holiday rental in Kittery

Luxury Service- Magnificent Waterfront Estate/ heated pool and magnificent views

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Elegant private guest rooms.Females Only, 2nd floor is shared with 1 young lady, holiday rental in Kittery

Elegant private guest rooms.Females Only, 2nd floor is shared with 1 young lady

2 bedrooms
2 bathrooms
Sleeps 1
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