We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Kittery Vacation Rentals

List your property
Owner log in
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Any
Bathrooms
Any
Amenities
Show more
Suitability
Show more
Property type
Show more
Distinctive Features
Show more
Distance from
1 mi
51 rentals in Kittery.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Houseboat Located In The Beautiful Kittery/ Portsmouth Harbor, vacation rental in Kittery
Houseboat Located In The Beautiful Kittery/ Portsmouth Harbor, vacation rental in Kittery
Houseboat Located In The Beautiful Kittery/ Portsmouth Harbor, vacation rental in Kittery

Houseboat Located In The Beautiful Kittery/ Portsmouth Harbor

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Houseboat located in the beautiful Kittery/ Portsmouth Harbor, vacation rental in Kittery
Houseboat located in the beautiful Kittery/ Portsmouth Harbor, vacation rental in Kittery
Houseboat located in the beautiful Kittery/ Portsmouth Harbor, vacation rental in Kittery

Houseboat located in the beautiful Kittery/ Portsmouth Harbor

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
THANKSGIVING OPEN,Chauncey Creek House,Gerrish Island  600' waterfront,office, vacation rental in Kittery
THANKSGIVING OPEN,Chauncey Creek House,Gerrish Island  600' waterfront,office, vacation rental in Kittery
THANKSGIVING OPEN,Chauncey Creek House,Gerrish Island  600' waterfront,office, vacation rental in Kittery

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Panoramic Water View Home, vacation rental in Kittery
Panoramic Water View Home, vacation rental in Kittery
Panoramic Water View Home, vacation rental in Kittery

Panoramic Water View Home

Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Beautiful Apartment in New England Home Nestled in Kittery Foreside, vacation rental in Kittery
Beautiful Apartment in New England Home Nestled in Kittery Foreside, vacation rental in Kittery
Beautiful Apartment in New England Home Nestled in Kittery Foreside, vacation rental in Kittery

Beautiful Apartment in New England Home Nestled in Kittery Foreside

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Gorgeous, colorful house- walking distance to downtown Portsmouth, vacation rental in Kittery
Gorgeous, colorful house- walking distance to downtown Portsmouth, vacation rental in Kittery
Gorgeous, colorful house- walking distance to downtown Portsmouth, vacation rental in Kittery

Gorgeous, colorful house- walking distance to downtown Portsmouth

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Enchanting Home only moments from PRIVATE BEACH. Historic Gerrish Island., vacation rental in Kittery
Enchanting Home only moments from PRIVATE BEACH. Historic Gerrish Island., vacation rental in Kittery
Enchanting Home only moments from PRIVATE BEACH. Historic Gerrish Island., vacation rental in Kittery

Enchanting Home only moments from PRIVATE BEACH. Historic Gerrish Island.

Rental Home
5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Wonderful spot for family vacation, retreat, or exploring the Seacoast!, vacation rental in Kittery
Wonderful spot for family vacation, retreat, or exploring the Seacoast!, vacation rental in Kittery
Wonderful spot for family vacation, retreat, or exploring the Seacoast!, vacation rental in Kittery

Wonderful spot for family vacation, retreat, or exploring the Seacoast!

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Stunning ocean view home w/fireplace & tree-lined patio, steps to Seapoint Beach, vacation rental in Kittery
Stunning ocean view home w/fireplace & tree-lined patio, steps to Seapoint Beach, vacation rental in Kittery
Stunning ocean view home w/fireplace & tree-lined patio, steps to Seapoint Beach, vacation rental in Kittery

Stunning ocean view home w/fireplace & tree-lined patio, steps to Seapoint Beach

Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Waterfront condo with sweeping Portsmouth views - 3, vacation rental in Kittery
Waterfront condo with sweeping Portsmouth views - 3, vacation rental in Kittery
Waterfront condo with sweeping Portsmouth views - 3, vacation rental in Kittery

Waterfront condo with sweeping Portsmouth views - 3

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Save time - get the best Kittery rentals sent straight to your email!
Gorgeous Waterfront Home with Dock and Beach, vacation rental in Kittery
Gorgeous Waterfront Home with Dock and Beach, vacation rental in Kittery
Gorgeous Waterfront Home with Dock and Beach, vacation rental in Kittery

Gorgeous Waterfront Home with Dock and Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Charming 3-Bedroom Home Near Downtown Portsmouth!, vacation rental in Kittery
Charming 3-Bedroom Home Near Downtown Portsmouth!, vacation rental in Kittery
Charming 3-Bedroom Home Near Downtown Portsmouth!, vacation rental in Kittery

Charming 3-Bedroom Home Near Downtown Portsmouth!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Portsmouth Downtown With A View And Bring Your Dog Too!, vacation rental in Kittery
Portsmouth Downtown With A View And Bring Your Dog Too!, vacation rental in Kittery
Portsmouth Downtown With A View And Bring Your Dog Too!, vacation rental in Kittery

Portsmouth Downtown With A View And Bring Your Dog Too!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
History and Comfortable Luxury Downtown, vacation rental in Kittery
History and Comfortable Luxury Downtown, vacation rental in Kittery
History and Comfortable Luxury Downtown, vacation rental in Kittery

History and Comfortable Luxury Downtown

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
View the Isles of Shoals from your waterfront deck, peaceful views of harbor, vacation rental in Kittery
View the Isles of Shoals from your waterfront deck, peaceful views of harbor, vacation rental in Kittery
View the Isles of Shoals from your waterfront deck, peaceful views of harbor, vacation rental in Kittery

View the Isles of Shoals from your waterfront deck, peaceful views of harbor

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Escape in Peace During Leaf Season!  Renovated Airy Seacoast Home, vacation rental in Kittery
Escape in Peace During Leaf Season!  Renovated Airy Seacoast Home, vacation rental in Kittery
Escape in Peace During Leaf Season!  Renovated Airy Seacoast Home, vacation rental in Kittery

Escape in Peace During Leaf Season! Renovated Airy Seacoast Home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Beautifully Renovated Historic Home, vacation rental in Kittery
Beautifully Renovated Historic Home, vacation rental in Kittery
Beautifully Renovated Historic Home, vacation rental in Kittery

Beautifully Renovated Historic Home

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Beautifully Rennovated Home Minutes to the Beach, vacation rental in Kittery
Beautifully Rennovated Home Minutes to the Beach, vacation rental in Kittery
Beautifully Rennovated Home Minutes to the Beach, vacation rental in Kittery

Beautifully Rennovated Home Minutes to the Beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Gorgeous Ocean Views, vacation rental in Kittery
Gorgeous Ocean Views, vacation rental in Kittery
Gorgeous Ocean Views, vacation rental in Kittery

Gorgeous Ocean Views

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Unique and Charming Home In Portsmouth's Historic District., vacation rental in Kittery
Unique and Charming Home In Portsmouth's Historic District., vacation rental in Kittery
Unique and Charming Home In Portsmouth's Historic District., vacation rental in Kittery

Unique and Charming Home In Portsmouth's Historic District.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Great Price, Very Classy 1 Bed Room Apt in a House Near Downtown Portsmouth, vacation rental in Kittery
Great Price, Very Classy 1 Bed Room Apt in a House Near Downtown Portsmouth, vacation rental in Kittery
Great Price, Very Classy 1 Bed Room Apt in a House Near Downtown Portsmouth, vacation rental in Kittery

Great Price, Very Classy 1 Bed Room Apt in a House Near Downtown Portsmouth

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Elegant Studio Apartment walk to downtown, vacation rental in Kittery
Elegant Studio Apartment walk to downtown, vacation rental in Kittery
Elegant Studio Apartment walk to downtown, vacation rental in Kittery

Elegant Studio Apartment walk to downtown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Quiet Water Views, Close To Town, vacation rental in Kittery
Quiet Water Views, Close To Town, vacation rental in Kittery
Quiet Water Views, Close To Town, vacation rental in Kittery

Quiet Water Views, Close To Town

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
THE INN Downtown - Deluxe Queen Studio Apartment, vacation rental in Kittery
THE INN Downtown - Deluxe Queen Studio Apartment, vacation rental in Kittery
THE INN Downtown - Deluxe Queen Studio Apartment, vacation rental in Kittery

THE INN Downtown - Deluxe Queen Studio Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
THE INN Downtown - Deluxe King Studio Apartment, vacation rental in Kittery
THE INN Downtown - Deluxe King Studio Apartment, vacation rental in Kittery
THE INN Downtown - Deluxe King Studio Apartment, vacation rental in Kittery

THE INN Downtown - Deluxe King Studio Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Beautiful Safe and Clean Apartment Close to Everything!!!!!, vacation rental in Kittery
Beautiful Safe and Clean Apartment Close to Everything!!!!!, vacation rental in Kittery
Beautiful Safe and Clean Apartment Close to Everything!!!!!, vacation rental in Kittery

Beautiful Safe and Clean Apartment Close to Everything!!!!!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Portsmouth.  Beautiful 2 BR Condo. Great Location. Short Walk To Market Square., vacation rental in Kittery
Portsmouth.  Beautiful 2 BR Condo. Great Location. Short Walk To Market Square., vacation rental in Kittery
Portsmouth.  Beautiful 2 BR Condo. Great Location. Short Walk To Market Square., vacation rental in Kittery

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

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Newly-renovated getaway w/ an updated kitchen & deck w/ ocean & sunrise views, vacation rental in Kittery
Newly-renovated getaway w/ an updated kitchen & deck w/ ocean & sunrise views, vacation rental in Kittery
Newly-renovated getaway w/ an updated kitchen & deck w/ ocean & sunrise views, vacation rental in Kittery

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Great Island Inn - Queen Studio Apt - Ocean View, vacation rental in Kittery
Great Island Inn - Queen Studio Apt - Ocean View, vacation rental in Kittery
Great Island Inn - Queen Studio Apt - Ocean View, vacation rental in Kittery

Great Island Inn - Queen Studio Apt - Ocean View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Great Island Inn - King Studio Apt - Village View, vacation rental in Kittery
Great Island Inn - King Studio Apt - Village View, vacation rental in Kittery
Great Island Inn - King Studio Apt - Village View, vacation rental in Kittery

Great Island Inn - King Studio Apt - Village View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Luxury waterfront condo in downtown Portsmouth, vacation rental in Kittery
Luxury waterfront condo in downtown Portsmouth, vacation rental in Kittery
Luxury waterfront condo in downtown Portsmouth, vacation rental in Kittery

Luxury waterfront condo in downtown Portsmouth

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Great Island Inn - King  Studio Apt - Main Street View, vacation rental in Kittery
Great Island Inn - King  Studio Apt - Main Street View, vacation rental in Kittery
Great Island Inn - King  Studio Apt - Main Street View, vacation rental in Kittery

Great Island Inn - King Studio Apt - Main Street View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Newly renovated, clean 1BR apartment, 1 block from downtown Portsmouth, vacation rental in Kittery
Newly renovated, clean 1BR apartment, 1 block from downtown Portsmouth, vacation rental in Kittery
Newly renovated, clean 1BR apartment, 1 block from downtown Portsmouth, vacation rental in Kittery

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

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Great Island Inn - King Studio Apartment  - Garden View, vacation rental in Kittery
Great Island Inn - King Studio Apartment  - Garden View, vacation rental in Kittery
Great Island Inn - King Studio Apartment  - Garden View, vacation rental in Kittery

Great Island Inn - King Studio Apartment - Garden View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Wallis Sands Perfect Beach Getaway, vacation rental in Kittery
Wallis Sands Perfect Beach Getaway, vacation rental in Kittery
Wallis Sands Perfect Beach Getaway, vacation rental in Kittery

Wallis Sands Perfect Beach Getaway

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Great Island Inn - Queen Studio Apt - Village View, vacation rental in Kittery
Great Island Inn - Queen Studio Apt - Village View, vacation rental in Kittery
Great Island Inn - Queen Studio Apt - Village View, vacation rental in Kittery

Great Island Inn - Queen Studio Apt - Village View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Stunning Portsmouth Home close to everything!, vacation rental in Kittery
Stunning Portsmouth Home close to everything!, vacation rental in Kittery
Stunning Portsmouth Home close to everything!, vacation rental in Kittery

Stunning Portsmouth Home close to everything!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Rye Motor Inn - Deluxe King Studio Apr - Pool View, vacation rental in Kittery
Rye Motor Inn - Deluxe King Studio Apr - Pool View, vacation rental in Kittery
Rye Motor Inn - Deluxe King Studio Apr - Pool View, vacation rental in Kittery

Rye Motor Inn - Deluxe King Studio Apr - Pool View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Charming 2 bedroom  home  -  walk  to  downtown Portsmouth/15 minutes  to beach, vacation rental in Kittery
Charming 2 bedroom  home  -  walk  to  downtown Portsmouth/15 minutes  to beach, vacation rental in Kittery
Charming 2 bedroom  home  -  walk  to  downtown Portsmouth/15 minutes  to beach, vacation rental in Kittery

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Downtown Portsmouth Private Getaway! (CDC Safe), vacation rental in Kittery
Downtown Portsmouth Private Getaway! (CDC Safe), vacation rental in Kittery
Downtown Portsmouth Private Getaway! (CDC Safe), vacation rental in Kittery

Downtown Portsmouth Private Getaway! (CDC Safe)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Great Price, Classy, Fully Furnished 1-bedroom Apt. in a House, vacation rental in Kittery
Great Price, Classy, Fully Furnished 1-bedroom Apt. in a House, vacation rental in Kittery
Great Price, Classy, Fully Furnished 1-bedroom Apt. in a House, vacation rental in Kittery

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Dog Friendly Secluded Home In Seaside Community, vacation rental in Kittery
Dog Friendly Secluded Home In Seaside Community, vacation rental in Kittery
Dog Friendly Secluded Home In Seaside Community, vacation rental in Kittery

Dog Friendly Secluded Home In Seaside Community

Rental Home
6 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Downtown Portsmouth Short-term Rental, vacation rental in Kittery
Downtown Portsmouth Short-term Rental, vacation rental in Kittery
Downtown Portsmouth Short-term Rental, vacation rental in Kittery

Downtown Portsmouth Short-term Rental

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Green Edge Of Fabulous Downtown, vacation rental in Kittery
Green Edge Of Fabulous Downtown, vacation rental in Kittery
Green Edge Of Fabulous Downtown, vacation rental in Kittery

Green Edge Of Fabulous Downtown

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Cozy Getaway Walking Distance to Downtown Portsmouth, vacation rental in Kittery
Cozy Getaway Walking Distance to Downtown Portsmouth, vacation rental in Kittery
Cozy Getaway Walking Distance to Downtown Portsmouth, vacation rental in Kittery

Cozy Getaway Walking Distance to Downtown Portsmouth

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Great Island Inn - King Studio Apt - River View, vacation rental in Kittery
Great Island Inn - King Studio Apt - River View, vacation rental in Kittery
Great Island Inn - King Studio Apt - River View, vacation rental in Kittery

Great Island Inn - King Studio Apt - River View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Rye Motor Inn - Deluxe Queen Studio Apt - Pool View, vacation rental in Kittery
Rye Motor Inn - Deluxe Queen Studio Apt - Pool View, vacation rental in Kittery
Rye Motor Inn - Deluxe Queen Studio Apt - Pool View, vacation rental in Kittery

Rye Motor Inn - Deluxe Queen Studio Apt - Pool View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
THE INN Downtown - Superior King Studio Apartment, vacation rental in Kittery
THE INN Downtown - Superior King Studio Apartment, vacation rental in Kittery
THE INN Downtown - Superior King Studio Apartment, vacation rental in Kittery

THE INN Downtown - Superior King Studio Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Great Price! Nice, Spacious 3 Bedrm Apt in a Nice House Near Downtown Portsmouth, vacation rental in Kittery
Great Price! Nice, Spacious 3 Bedrm Apt in a Nice House Near Downtown Portsmouth, vacation rental in Kittery
Great Price! Nice, Spacious 3 Bedrm Apt in a Nice House Near Downtown Portsmouth, vacation rental in Kittery

Great Price! Nice, Spacious 3 Bedrm Apt in a Nice House Near Downtown Portsmouth

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Rye Motor Inn - Bungalow House 1BR Apt - Ocean View, vacation rental in Kittery
Rye Motor Inn - Bungalow House 1BR Apt - Ocean View, vacation rental in Kittery
Rye Motor Inn - Bungalow House 1BR Apt - Ocean View, vacation rental in Kittery

Rye Motor Inn - Bungalow House 1BR Apt - Ocean View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
PreviousNext
12
Frequently Asked Questions about Kittery