Kittery, Maine

Vacation Rentals in Kittery, Maine

Discover 33 vacation rental properties in Kittery. From 1 to 5 bedrooms. Average $451/night. 100% have pools.

33 verified listings Book securely on VRBO Prices updated March 2026

33 properties available

Private New England Cape minutes from Portsmouth NH

Private New England Cape minutes from Portsmouth NH

2 beds 1 bath
PoolA/CWiFiBalcony
$178/night
View Details → Book on VRBO
Relaxing & Clean - Maine Seacoast

Relaxing & Clean - Maine Seacoast

1 bed 1 bath
PoolA/CWiFiBalcony
$156/night
View Details → Book on VRBO
Houseboat located in the beautiful Kittery/ Portsmouth Harbor

Houseboat located in the beautiful Kittery/ Portsmouth Harbor

2 beds 1 bath
PoolA/CWiFiBalcony
$445/night
View Details → Book on VRBO
Seacoast Escape

Seacoast Escape

1 bed 1 bath
PoolA/CWiFiBalcony
$357/night
View Details → Book on VRBO
Dog-friendly home with water view, firepit, large deck & yard - close to town

Dog-friendly home with water view, firepit, large deck & yard - close to town

3 beds 1 bath
PoolA/CWiFiBalcony
$282/night
View Details → Book on VRBO
Coastal Cottage - Porch, Grill, Walk to Portsmouth

Coastal Cottage - Porch, Grill, Walk to Portsmouth

2 beds 2 baths
PoolA/CWiFiBalcony
$507/night
View Details → Book on VRBO
Newly renovated cottage

Newly renovated cottage

2 beds 1 bath
PoolA/CWiFiBalcony
$352/night
View Details → Book on VRBO
Amazing harbor/ocean views of Pepperrell Cove

Amazing harbor/ocean views of Pepperrell Cove

3 beds 2 baths
PoolA/CWiFiBalcony
$786/night
View Details → Book on VRBO
Harbor Vista House⚓️ 3rd FLR deck,Walk to Portsmouth

Harbor Vista House⚓️ 3rd FLR deck,Walk to Portsmouth

3 beds 3 baths
PoolA/CWiFiBalcony
$608/night
View Details → Book on VRBO
Tranquil & Spacious Water View Home

Tranquil & Spacious Water View Home

5 beds 3 baths
PoolA/CWiFiBalcony
$645/night
View Details → Book on VRBO
Ocean-view home with EV charger - steps from Seapoint Beach

Ocean-view home with EV charger - steps from Seapoint Beach

3 beds 4 baths
PoolA/CWiFiBalcony
$709/night
View Details → Book on VRBO
One of a kind waterfront carriage house with exceptional views

One of a kind waterfront carriage house with exceptional views

1 bed
PoolA/CWiFiBalcony
$653/night
View Details → Book on VRBO
Welcome to Pop's Cottage

Welcome to Pop's Cottage

3 beds 2 baths
PoolA/CWiFiBalcony
$597/night
View Details → Book on VRBO
Meadow Lark.

Meadow Lark.

3 beds 2 baths
PoolA/CWiFiBalcony
$401/night
View Details → Book on VRBO
Sweet Traditional Kittery New Englander with Pool!

Sweet Traditional Kittery New Englander with Pool!

4 beds 2 baths
PoolA/CWiFiBalcony
$678/night
View Details → Book on VRBO
Sea-Esta House - Walk to DWTN Portsmouth, Shipyard; Drive to UNH, Beaches, Pease

Sea-Esta House - Walk to DWTN Portsmouth, Shipyard; Drive to UNH, Beaches, Pease

4 beds 3 baths
PoolA/CWiFiBalcony
$157/night
View Details → Book on VRBO
Gorgeous Waterfront Home with Dock and Beach

Gorgeous Waterfront Home with Dock and Beach

3 beds 2 baths
PoolA/CWiFiBalcony
$251/night
View Details → Book on VRBO
The Coastal Kittery Retreat - cozy, quiet, close to beaches and restaurants

The Coastal Kittery Retreat - cozy, quiet, close to beaches and restaurants

3 beds 1 bath
PoolA/CWiFiBalcony
$321/night
View Details → Book on VRBO
Waterfront condo with sweeping Portsmouth views - 3

Waterfront condo with sweeping Portsmouth views - 3

2 beds 1 bath
PoolA/CWiFiBalcony
$319/night
View Details → Book on VRBO
Spectacular & Spacious home by Kittery Foreside

Spectacular & Spacious home by Kittery Foreside

3 beds 2 baths
PoolA/CWiFiBalcony
$382/night
View Details → Book on VRBO
Charming Kittery Cape with Bonus Room & Hot Tub

Charming Kittery Cape with Bonus Room & Hot Tub

2 beds 1 bath
PoolA/CWiFiBalcony
$427/night
View Details → Book on VRBO
Newly Renovated Cottage with views of Barter's Creek

Newly Renovated Cottage with views of Barter's Creek

2 beds 1 bath
PoolA/CWiFiBalcony
$334/night
View Details → Book on VRBO
Portsmouth Harbor Boathouse

Portsmouth Harbor Boathouse

1 bed 1 bath
PoolA/CWiFiBalcony
$151/night
View Details → Book on VRBO
Houseboat Located In The Beautiful Kittery/ Portsmouth Harbor

Houseboat Located In The Beautiful Kittery/ Portsmouth Harbor

2 beds 1 bath
PoolA/CWiFiBalcony
$445/night
View Details → Book on VRBO
600' of Waterfront Chauncey Creek House, fenced yard, office, walk to the beach

600' of Waterfront Chauncey Creek House, fenced yard, office, walk to the beach

3 beds 2 baths
PoolA/CWiFiBalcony
$552/night
View Details → Book on VRBO
Kittery Retreat – A Serene Escape for 10, Quick Trip to Beaches & Dining

Kittery Retreat – A Serene Escape for 10, Quick Trip to Beaches & Dining

3 beds 1 bath
PoolA/CWiFiBalcony
$244/night
View Details → Book on VRBO
Charming 3-Bedroom Home Near Downtown Portsmouth!

Charming 3-Bedroom Home Near Downtown Portsmouth!

3 beds 2 baths
PoolA/CWiFiBalcony
$436/night
View Details → Book on VRBO
Gorgeous, colorful house- walking distance to downtown Portsmouth

Gorgeous, colorful house- walking distance to downtown Portsmouth

3 beds 2 baths
PoolA/CWiFiBalcony
$401/night
View Details → Book on VRBO
Waterfront Cedar Log Cottage Nestled in Snug Harbor on Spruce Creek

Waterfront Cedar Log Cottage Nestled in Snug Harbor on Spruce Creek

3 beds 2 baths
PoolA/CWiFiBalcony
$699/night
View Details → Book on VRBO
*Private Lighthouse at Waterfront Chauncey Creek*

*Private Lighthouse at Waterfront Chauncey Creek*

4 beds 3 baths
PoolA/CWiFiBalcony
$762/night
View Details → Book on VRBO
Wonderful spot for family vacation, retreat, or exploring the Seacoast!

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

3 beds 1 bath
PoolA/CWiFiBalcony
$160/night
View Details → Book on VRBO
Beaches, Outlets and a walk to Foreside

Beaches, Outlets and a walk to Foreside

3 beds 1 bath
PoolA/CWiFiBalcony
$226/night
View Details → Book on VRBO
Enchanting Home only moments from PRIVATE BEACH on Historic Gerrish Island.

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

5 beds 3 baths
PoolA/CWiFiBalcony
$1,256/night
View Details → Book on VRBO

More destinations in Maine

Old Orchard Beach (413) Wells (400) Bar Harbor (311) York (302) Portland (294) Ogunquit (254) Kennebunkport (216) Boothbay Harbor (206) Southwest Harbor (199) Kennebunk (199) Newry (192) Ellsworth (136) Scarborough (132) camden (105) Greenville (104) Harpswell (97) Mount Desert (96) Bethel (94) Mt Desert (64) Boothbay (63)