Book Holiday Homes in Kittery

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Kittery

Portsmouth Downtown With A View And Bring Your Dog Too!

Portsmouth Downtown With A View And Bring Your Dog Too!

Portsmouth
Book a stay at this family-friendly vacation home in Portsmouth. Enjoy a water park, a garden, and laundry facilities. Popular attractions Market Square and ...
Opens in a new windowPortsmouth Downtown With A View And Bring Your Dog Too!
"Shore To Please" Wells, Maine.  All the comforts of home.  3 bed, 3 bath, ac ++

"Shore To Please" Wells, Maine. All the comforts of home. 3 bed, 3 bath, ac ++

Wells
Book a stay at this family-friendly vacation home in Wells. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ogunquit Beach and Wells Beach ...
Opens in a new window"Shore To Please" Wells, Maine. All the comforts of home. 3 bed, 3 bath, ac ++
New Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York

New Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York

York Beach
Stay at this vacation home in York Beach. Enjoy a garden, laundry facilities, and patios. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowNew Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York
Save an average of 15% on thousands of hotels when you're signed in
Charming Hillside Retreat with Hot Tub, Firepit, and Spacious Deck

Charming Hillside Retreat with Hot Tub, Firepit, and Spacious Deck

2 out of 5
Wells
Stay at this vacation home in Wells. Enjoy a water park, a garden, and laundry facilities. Popular attractions Ogunquit Beach and Moody Beach are located ...
Opens in a new windowCharming Hillside Retreat with Hot Tub, Firepit, and Spacious Deck
7-bedroom home that sleeps 14.  5-minute walk to Moody Beach

7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

Wells
Stay at this vacation home in Wells. Enjoy laundry facilities, air conditioning, and a hot tub. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new window7-bedroom home that sleeps 14. 5-minute walk to Moody Beach
Ocean Pines - Charming 4-bedroom house, close to beach, and more!

Ocean Pines - Charming 4-bedroom house, close to beach, and more!

Wells
Stay at this vacation home in Wells. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Ogunquit Beach and Moody Beach are located ...
Opens in a new windowOcean Pines - Charming 4-bedroom house, close to beach, and more!
Walk or Bike to Moody Beach

Walk or Bike to Moody Beach

Wells
Stay at this vacation home in Wells. Enjoy air conditioning. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
Opens in a new windowWalk or Bike to Moody Beach
Relaxing Hampton Beach Vacation Home

Relaxing Hampton Beach Vacation Home

Hampton
Stay at this vacation home in Hampton. Enjoy free WiFi, a water park, and a garden. Popular attractions Hampton Beach and Casino Cascade Water Slide are located ...
Opens in a new windowRelaxing Hampton Beach Vacation Home
Wells Beach- 4 bedrooms, 2 bath, sleeps 9 on Atlantic Ave - steps to beach

Wells Beach- 4 bedrooms, 2 bath, sleeps 9 on Atlantic Ave - steps to beach

Wells
Book a stay at this beach vacation home in Wells. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Ogunquit Beach and Wells Beach ...
Opens in a new windowWells Beach- 4 bedrooms, 2 bath, sleeps 9 on Atlantic Ave - steps to beach
Don't see what you're looking for?
See all available properties in Kittery
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Kittery Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Kittery vacation homes are the perfect way for you to wing it.

Holiday houses in Kittery let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Kittery in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Kittery adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kittery with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Kittery vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Kittery Holiday Homes essential information

Accommodation
935 Holiday Homes
Lowest Price
NZ$174
Highest Price
NZ$320
Popular accommodation
Portsmouth Downtown With A View And Bring Your Dog Too!, "Shore To Please" Wells, Maine. All the comforts of home. 3 bed, 3 bath, ac ++, New Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York, Charming Hillside Retreat with Hot Tub, Firepit, and Spacious Deck, 7-bedroom home that sleeps 14. 5-minute walk to Moody Beach, Ocean Pines - Charming 4-bedroom house, close to beach, and more!, Walk or Bike to Moody Beach, Relaxing Hampton Beach Vacation Home, Wells Beach- 4 bedrooms, 2 bath, sleeps 9 on Atlantic Ave - steps to beach

Top trending hotels in Kittery

Coachman Inn

Coachman Inn

2.5 out of 5
380 US Route 1, Kittery, ME
Fully refundableReserve now, pay when you stay
The price is NZ$174 per night from 28 Sept to 29 Sept
NZ$174
28 Sept - 29 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Kittery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowCoachman Inn
Hampton Inn & Suites Kittery-Portsmouth

Hampton Inn & Suites Kittery-Portsmouth

2.5 out of 5
275 US Route 1, Kittery, ME
Fully refundableReserve now, pay when you stay
The price is NZ$320 per night from 26 Oct to 27 Oct
NZ$320
26 Oct - 27 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Kittery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowHampton Inn & Suites Kittery-Portsmouth
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street, Ogunquit, ME
The price is NZ$187 per night from 21 Oct to 22 Oct
NZ$187
21 Oct - 22 Oct
includes taxes & fees
Book a stay at this business-friendly motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in ...
Opens in a new windowOgunquit - The Milestone
Save an average of 15% on thousands of hotels when you're signed in
Anchor Inn and Cottages Wells-Ogunquit

Anchor Inn and Cottages Wells-Ogunquit

2.5 out of 5
424 Post Rd, Wells, ME
Fully refundableReserve now, pay when you stay
The price is NZ$186 per night from 6 Oct to 7 Oct
NZ$186
6 Oct - 7 Oct
includes taxes & fees
Stay at this motel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Opens in a new windowAnchor Inn and Cottages Wells-Ogunquit
Don't see what you're looking for?
See all available properties in Kittery
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.