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Kittery Holiday Rentals

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5 mi
34 rentals in Kittery.
Beautiful Beachfront 6 BR  House in Kittery Point - Sleeps 12 License, holiday rental in Kittery
Beautiful Beachfront 6 BR  House in Kittery Point - Sleeps 12 License, holiday rental in Kittery
Beautiful Beachfront 6 BR  House in Kittery Point - Sleeps 12 License, holiday rental in Kittery

Beautiful Beachfront 6 BR House in Kittery Point - Sleeps 12 License

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Private Woodland Cottage Near Beaches and Shopping, holiday rental in Kittery
Private Woodland Cottage Near Beaches and Shopping, holiday rental in Kittery
Private Woodland Cottage Near Beaches and Shopping, holiday rental in Kittery

Private Woodland Cottage Near Beaches and Shopping

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Dog-friendly home with firepit, large deck & yard - close to town, holiday rental in Kittery
Dog-friendly home with firepit, large deck & yard - close to town, holiday rental in Kittery
Dog-friendly home with firepit, large deck & yard - close to town, holiday rental in Kittery

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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
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, holiday rental in Kittery
Houseboat located in the beautiful Kittery/ Portsmouth Harbor, holiday rental in Kittery

Houseboat located in the beautiful Kittery/ Portsmouth Harbor

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Newly Renovated Cottage with views of Barter's Creek, holiday rental in Kittery
Newly Renovated Cottage with views of Barter's Creek, holiday rental in Kittery
Newly Renovated Cottage with views of Barter's Creek, holiday rental in Kittery

Newly Renovated Cottage with views of Barter's Creek

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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600' of Waterfront Chauncey Creek House, fenced yard, office, walk to the beach, holiday rental in Kittery
600' of Waterfront Chauncey Creek House, fenced yard, office, walk to the beach, holiday rental in Kittery
600' of Waterfront Chauncey Creek House, fenced yard, office, walk to the beach, holiday rental in Kittery

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Cedar Log Cottage Nestled in Snug Harbor on Spruce Creek, holiday rental in Kittery
Waterfront Cedar Log Cottage Nestled in Snug Harbor on Spruce Creek, holiday rental in Kittery
Waterfront Cedar Log Cottage Nestled in Snug Harbor on Spruce Creek, holiday rental in Kittery

Waterfront Cedar Log Cottage Nestled in Snug Harbor on Spruce Creek

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kittery Foreside Apartment, holiday rental in Kittery
Kittery Foreside Apartment, holiday rental in Kittery
Kittery Foreside Apartment, holiday rental in Kittery

Kittery Foreside Apartment

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 4
Match: Sleeps
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Secluded Maine Waterfront Cottage - One Month Rental, holiday rental in Kittery
Secluded Maine Waterfront Cottage - One Month Rental, holiday rental in Kittery
Secluded Maine Waterfront Cottage - One Month Rental, holiday rental in Kittery

Secluded Maine Waterfront Cottage - One Month Rental

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Relaxing & Clean - Maine Seacoast, holiday rental in Kittery
Relaxing & Clean - Maine Seacoast, holiday rental in Kittery
Relaxing & Clean - Maine Seacoast, holiday rental in Kittery

Relaxing & Clean - Maine Seacoast

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Portsmouth Harbor Boathouse, holiday rental in Kittery
Portsmouth Harbor Boathouse, holiday rental in Kittery
Portsmouth Harbor Boathouse, holiday rental in Kittery

Portsmouth Harbor Boathouse

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private New England Cape minutes from Portsmouth NH, holiday rental in Kittery
Private New England Cape minutes from Portsmouth NH, holiday rental in Kittery
Private New England Cape minutes from Portsmouth NH, holiday rental in Kittery

Private New England Cape minutes from Portsmouth NH

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Blue Cottage in the Heart of Kittery Foreside, holiday rental in Kittery
Blue Cottage in the Heart of Kittery Foreside, holiday rental in Kittery
Blue Cottage in the Heart of Kittery Foreside, holiday rental in Kittery

Blue Cottage in the Heart of Kittery Foreside

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront condo with sweeping Portsmouth views - 3, holiday rental in Kittery
Waterfront condo with sweeping Portsmouth views - 3, holiday rental in Kittery
Waterfront condo with sweeping Portsmouth views - 3, holiday rental in Kittery

Waterfront condo with sweeping Portsmouth views - 3

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Meadow Lark., holiday rental in Kittery
Meadow Lark., holiday rental in Kittery
Meadow Lark., holiday rental in Kittery

Meadow Lark.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming Kittery Cape with Bonus Room & Hot Tub, holiday rental in Kittery
Charming Kittery Cape with Bonus Room & Hot Tub, holiday rental in Kittery
Charming Kittery Cape with Bonus Room & Hot Tub, holiday rental in Kittery

Charming Kittery Cape with Bonus Room & Hot Tub

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Wonderful spot for family vacation, retreat, or exploring the Seacoast!, holiday rental in Kittery
Wonderful spot for family vacation, retreat, or exploring the Seacoast!, holiday rental in Kittery
Wonderful spot for family vacation, retreat, or exploring the Seacoast!, holiday rental in Kittery

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

Holiday Rental House
5 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Coastal Cottage - Porch, Grill, Walk to Portsmouth, holiday rental in Kittery
Coastal Cottage - Porch, Grill, Walk to Portsmouth, holiday rental in Kittery
Coastal Cottage - Porch, Grill, Walk to Portsmouth, holiday rental in Kittery

Coastal Cottage - Porch, Grill, Walk to Portsmouth

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beaches, Outlets and a walk to Foreside, holiday rental in Kittery
Beaches, Outlets and a walk to Foreside, holiday rental in Kittery
Beaches, Outlets and a walk to Foreside, holiday rental in Kittery

Beaches, Outlets and a walk to Foreside

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming 3-Bedroom Home Near Downtown Portsmouth!, holiday rental in Kittery
Charming 3-Bedroom Home Near Downtown Portsmouth!, holiday rental in Kittery
Charming 3-Bedroom Home Near Downtown Portsmouth!, holiday rental in Kittery

Charming 3-Bedroom Home Near Downtown Portsmouth!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harbor Vista House⚓️ 3rd FLR deck,Walk to Portsmouth, holiday rental in Kittery
Harbor Vista House⚓️ 3rd FLR deck,Walk to Portsmouth, holiday rental in Kittery
Harbor Vista House⚓️ 3rd FLR deck,Walk to Portsmouth, holiday rental in Kittery

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Amazing harbor/ocean views of Pepperrell Cove, holiday rental in Kittery
Amazing harbor/ocean views of Pepperrell Cove, holiday rental in Kittery
Amazing harbor/ocean views of Pepperrell Cove, holiday rental in Kittery

Amazing harbor/ocean views of Pepperrell Cove

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Ocean-view home with EV charger - steps from Seapoint Beach, holiday rental in Kittery
Ocean-view home with EV charger - steps from Seapoint Beach, holiday rental in Kittery
Ocean-view home with EV charger - steps from Seapoint Beach, holiday rental in Kittery

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Sea-Esta House - Walk to DWTN Portsmouth, Shipyard; Drive to UNH, Beaches, Pease, holiday rental in Kittery
Sea-Esta House - Walk to DWTN Portsmouth, Shipyard; Drive to UNH, Beaches, Pease, holiday rental in Kittery
Sea-Esta House - Walk to DWTN Portsmouth, Shipyard; Drive to UNH, Beaches, Pease, holiday rental in Kittery

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tranquil & Spacious Water View Home, holiday rental in Kittery
Tranquil & Spacious Water View Home, holiday rental in Kittery
Tranquil & Spacious Water View Home, holiday rental in Kittery

Tranquil & Spacious Water View Home

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Private Lighthouse at Waterfront Chauncey Creek, holiday rental in Kittery
Private Lighthouse at Waterfront Chauncey Creek, holiday rental in Kittery
Private Lighthouse at Waterfront Chauncey Creek, holiday rental in Kittery

Private Lighthouse at Waterfront Chauncey Creek

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Enchanting Home only moments from PRIVATE BEACH on Historic Gerrish Island., holiday rental in Kittery
Enchanting Home only moments from PRIVATE BEACH on Historic Gerrish Island., holiday rental in Kittery
Enchanting Home only moments from PRIVATE BEACH on Historic Gerrish Island., holiday rental in Kittery

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

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Spectacular Oceanfront cottage --- private beach- 950' waterfront- elevator, holiday rental in Kittery
Spectacular Oceanfront cottage --- private beach- 950' waterfront- elevator, holiday rental in Kittery
Spectacular Oceanfront cottage --- private beach- 950' waterfront- elevator, holiday rental in Kittery

Spectacular Oceanfront cottage --- private beach- 950' waterfront- elevator

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Pop's Cottage at Seapoint Beach, holiday rental in Kittery
Pop's Cottage at Seapoint Beach, holiday rental in Kittery
Pop's Cottage at Seapoint Beach, holiday rental in Kittery

Pop's Cottage at Seapoint Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly renovated cottage, holiday rental in Kittery
Newly renovated cottage, holiday rental in Kittery
Newly renovated cottage, holiday rental in Kittery

Newly renovated cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Overlook at Cutts Island – Private and Modern 4 BDR Oasis on Scenic Marsh, holiday rental in Kittery
The Overlook at Cutts Island – Private and Modern 4 BDR Oasis on Scenic Marsh, holiday rental in Kittery
The Overlook at Cutts Island – Private and Modern 4 BDR Oasis on Scenic Marsh, holiday rental in Kittery

The Overlook at Cutts Island – Private and Modern 4 BDR Oasis on Scenic Marsh

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Immaculate apt on Gerrish Island, Kittery Point~ Private Beach, very short walk!, holiday rental in Kittery
Immaculate apt on Gerrish Island, Kittery Point~ Private Beach, very short walk!, holiday rental in Kittery
Immaculate apt on Gerrish Island, Kittery Point~ Private Beach, very short walk!, holiday rental in Kittery

Immaculate apt on Gerrish Island, Kittery Point~ Private Beach, very short walk!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Waterfront Cottage on Chauncey Creek, holiday rental in Kittery
Charming Waterfront Cottage on Chauncey Creek, holiday rental in Kittery
Charming Waterfront Cottage on Chauncey Creek, holiday rental in Kittery

Charming Waterfront Cottage on Chauncey Creek

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Farm Fun Beach Sun Kittery Maine Retreat, holiday rental in Kittery
Farm Fun Beach Sun Kittery Maine Retreat, holiday rental in Kittery
Farm Fun Beach Sun Kittery Maine Retreat, holiday rental in Kittery

Farm Fun Beach Sun Kittery Maine Retreat

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Showing results 1-34 of 34
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