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Kittery Point Holiday Rentals

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49 rentals in Kittery Point.
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Cozy and comfortable cottage situated right on the ocean, holiday rental in Kittery Point

Cozy and comfortable cottage situated right on the ocean

3 bedrooms
2 bathrooms
Sleeps 6
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Dog Friendly Secluded Home In Seaside Community, holiday rental in Kittery Point

Dog Friendly Secluded Home In Seaside Community

6 bedrooms
3 bathrooms
Sleeps 6
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Houseboat Located In The Beautiful Kittery/ Portsmouth Harbor, holiday rental in Kittery Point

Houseboat Located In The Beautiful Kittery/ Portsmouth Harbor

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

Portsmouth Downtown With A View And Bring Your Dog Too!

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

History and Comfortable Luxury Downtown

1 bedroom
2 bathrooms
Sleeps 2
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Houseboat located in the beautiful Kittery/ Portsmouth Harbor, holiday rental in Kittery Point

Houseboat located in the beautiful Kittery/ Portsmouth Harbor

2 bedrooms
2 bathrooms
Sleeps 4
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Escape in Peace During Leaf Season!  Renovated Airy Seacoast Home, holiday rental in Kittery Point

Escape in Peace During Leaf Season! Renovated Airy Seacoast Home

3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful ocean views & walking distance to the beach., holiday rental in Kittery Point

Beautiful ocean views & walking distance to the beach.

2 bedrooms
1 bathroom
Sleeps 4
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THANKSGIVING OPEN,Chauncey Creek House,Gerrish Island  600' waterfront,office, holiday rental in Kittery Point

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

3 bedrooms
2 bathrooms
Sleeps 6
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Charming 2BR just up the hill from York Harbor Beach!, holiday rental in Kittery Point

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

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

Gorgeous Ocean Views

1 bedroom
2 bathrooms
Sleeps 2
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Vintage 1968 Hatteras Boat Located in the Beautiful Kittery/ Portsmouth Harbor, holiday rental in Kittery Point

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

2 bedrooms
2 bathrooms
Sleeps 6
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One of York Harbor's Most Scenic Neighborhoods, holiday rental in Kittery Point

One of York Harbor's Most Scenic Neighborhoods

3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Victorian Estate Overlooking the Atlantic Ocean and York Harbor, holiday rental in Kittery Point

Beautiful Victorian Estate Overlooking the Atlantic Ocean and York Harbor

8 bedrooms
6 bathrooms
Sleeps 18
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Panoramic Water View Home, holiday rental in Kittery Point

Panoramic Water View Home

5 bedrooms
5 bathrooms
Sleeps 8
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Wake up to the Sounds and Smell of the Sea, holiday rental in Kittery Point

Wake up to the Sounds and Smell of the Sea

2 bedrooms
2 bathrooms
Sleeps 8
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1 block from the crashing waves of Long Sands Beach, stunning 2nd floor kitchen, holiday rental in Kittery Point

1 block from the crashing waves of Long Sands Beach, stunning 2nd floor kitchen

8 bedrooms
4 bathrooms
Sleeps 20
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Come enjoy the best kept secret in seaside living with an ocean view., holiday rental in Kittery Point

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

4 bedrooms
2 bathrooms
Sleeps 8
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Ocean view cottage w/ grill-near Long Sands Beach, walk to town!, holiday rental in Kittery Point

Ocean view cottage w/ grill-near Long Sands Beach, walk to town!

4 bedrooms
2 bathrooms
Sleeps 8
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Elegant Studio Apartment walk to downtown, holiday rental in Kittery Point

Elegant Studio Apartment walk to downtown

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

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

3 bedrooms
2 bathrooms
Sleeps 8
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Gorgeous, colorful house- walking distance to downtown Portsmouth, holiday rental in Kittery Point

Gorgeous, colorful house- walking distance to downtown Portsmouth

3 bedrooms
2 bathrooms
Sleeps 6
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Portsmouth.  Beautiful 2 BR Condo. Great Location. Short Walk To Market Square., holiday rental in Kittery Point

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

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

Great Island Inn - Queen Studio Apt - Ocean View

1 bedroom
1 bathroom
Sleeps 2
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York Village Art Boutique, holiday rental in Kittery Point

York Village Art Boutique

2 bedrooms
1 bathroom
Sleeps 6
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Rustic York Harbor family cottage., holiday rental in Kittery Point

Rustic York Harbor family cottage.

4 bedrooms
1 bathroom
Sleeps 8
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Charming cottage w/pleasant outdoor space, short walk to the beach!, holiday rental in Kittery Point

Charming cottage w/pleasant outdoor space, short walk to the beach!

2 bedrooms
1 bathroom
Sleeps 4
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WATERFRONT new 1BR apartment within easy walking distance to downtown Portsmouth, holiday rental in Kittery Point

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

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

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

4 bedrooms
2 bathrooms
Sleeps 8
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THE INN Downtown - Deluxe Queen Studio Apartment, holiday rental in Kittery Point

THE INN Downtown - Deluxe Queen Studio Apartment

1 bedroom
1 bathroom
Sleeps 2
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Summer 2021 IS NOT OPEN AT THIS TIME / Dogs welcome, waterfront, holiday rental in Kittery Point

Summer 2021 IS NOT OPEN AT THIS TIME / Dogs welcome, waterfront

3 bedrooms
1 bathroom
Sleeps 8
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Great Island Inn - King  Studio Apt - Main Street View, holiday rental in Kittery Point

Great Island Inn - King Studio Apt - Main Street View

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

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

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

Great Island Inn - King Studio Apartment - Garden View

1 bedroom
1 bathroom
Sleeps 4
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Wonderful 3-bedroom beach cottage in York Harbor, holiday rental in Kittery Point

Wonderful 3-bedroom beach cottage in York Harbor

3 bedrooms
3 bathrooms
Sleeps 8
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Wallis Sands Perfect Beach Getaway, holiday rental in Kittery Point

Wallis Sands Perfect Beach Getaway

2 bedrooms
1 bathroom
Sleeps 6
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Quaint  & Cozy Maiden Voyage By The Sea , Steps from the ocean!!, holiday rental in Kittery Point

Quaint & Cozy Maiden Voyage By The Sea , Steps from the ocean!!

1 bedroom
1 bathroom
Sleeps 5
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Great Island Inn - Queen Studio Apt - Village View, holiday rental in Kittery Point

Great Island Inn - Queen Studio Apt - Village View

1 bedroom
1 bathroom
Sleeps 2
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Great Island Inn - King Studio Apt - Village View, holiday rental in Kittery Point

Great Island Inn - King Studio Apt - Village View

1 bedroom
1 bathroom
Sleeps 3
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Charming 2 bedroom  home  -  walk  to  downtown Portsmouth/15 minutes  to beach, holiday rental in Kittery Point

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

2 bedrooms
2 bathrooms
Sleeps 4
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OCEAN VIEW COTTAGE - SPLASH IN INDOOR HEATED POOL, holiday rental in Kittery Point

OCEAN VIEW COTTAGE - SPLASH IN INDOOR HEATED POOL

2 bedrooms
1 bathroom
Sleeps 6
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Great Price, Classy, Fully Furnished 1-bedroom Apt. in a House, holiday rental in Kittery Point

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

1 bedroom
1 bathroom
Sleeps 5
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Green Edge Of Fabulous Downtown, holiday rental in Kittery Point

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 Point

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 Point

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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Beautifully appointed home/ Spruce Creek.  180 Degree water views, holiday rental in Kittery Point

Beautifully appointed home/ Spruce Creek. 180 Degree water views

2 bedrooms
2 bathrooms
Sleeps 4
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Newly Remodeled Historic Home, Easy Walk to Harbor Beach, holiday rental in Kittery Point

Newly Remodeled Historic Home, Easy Walk to Harbor Beach

3 bedrooms
2 bathrooms
Sleeps 8
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Ocean View Steps Away from York Harbor Beach!, holiday rental in Kittery Point

Ocean View Steps Away from York Harbor Beach!

6 bedrooms
2 bathrooms
Sleeps 11
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Luxury Service- Magnificent Waterfront Estate/ heated pool and magnificent views, holiday rental in Kittery Point

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 Point

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

2 bedrooms
2 bathrooms
Sleeps 1
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