Kittery holiday rentals

We found 2,451 holiday rentals — enter your dates for availability
Discover a selection of 20 homes and other holiday rentals in Kittery that are perfect for your trip. Holiday homes provide the best amenities for you and your friends, family or even pets, such as air conditioning and a pool. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Kittery

Showing deals for:15 Jan - 22 Jan

Fitness facility
Private kitchen
Living area
Miscellaneous
Exceptional
(11 reviews)

Amazing remodeled house that sleeps 11! Walk to downtown Portsmouth and park 8+

Portsmouth

8% off
S$7,317
for 7 nights, 1 home
S$1,045 per night
includes taxes & fees
Amazing remodeled house that sleeps 11! Walk to downtown Portsmouth and park 8+
28_106STibbettsAve,_MorneauStudios
33_106STibbettsAve,_MorneauStudios (1)-3 - 18-06-2026 14-13-35
77_106STibbettsAve,_MorneauStudios
45_106STibbettsAve,_MorneauStudios
Exceptional
(9 reviews)

The Apex at Moody: Beach, Hot Tub, Fireside Nights

Wells

11% off
S$7,464
for 7 nights, 1 home
S$1,066 per night
includes taxes & fees
The Apex at Moody: Beach, Hot Tub, Fireside Nights
Kitchen island
Dining Table (two leaf for extending)
Exterior
Main Gathering Room
Exceptional
(41 reviews)

Newly Renovated Home Minutes Walk to the Beach Sleeps 18

York Beach

8% off
S$12,019
for 7 nights, 1 home
S$1,717 per night
includes taxes & fees
Newly Renovated Home Minutes Walk to the Beach Sleeps 18
Exterior
Living area
Terrace/patio
Room
Exceptional
(5 reviews)

Historic 1780 Farmhouse near the Sea: Sleeps 8-9

Rye

8% off
S$4,311
for 7 nights, 1 home
S$616 per night
includes taxes & fees
Historic 1780 Farmhouse near the Sea: Sleeps 8-9
Living area
COMPASS POINTE ALONG THE OGUNQUIT RIVER
Living area
Interior
Exceptional
(53 reviews)

"NOT YOUR AVERAGE BEACH HOUSE" walk to Moody Beach to Footbridge ,distance Views

Wells

7% off
S$3,375
for 7 nights, 1 apartment
S$482 per night
includes taxes & fees
"NOT YOUR AVERAGE BEACH HOUSE" walk to Moody Beach to Footbridge ,distance Views
Private kitchen
Perkins Cove
The Famous Ogunquit Playhouse
Private kitchen
Exceptional
(48 reviews)

Located Steps From Perkins Cove, Enjoy Shopping, Dining, & Beach--Full A/C!

Ogunquit

8% off
S$2,775
for 7 nights, 1 apartment
S$396 per night
includes taxes & fees
Located Steps From Perkins Cove, Enjoy Shopping, Dining, & Beach--Full A/C!
dining room
living room looking to ocean and fresh water ponds
open floor plan first floor
Entry and parking
Exceptional
(24 reviews)

BOOKING NOW FOR SUMMER 2025-2026 BREATHTAKING OCEAN FRONT HOME!

Cape Neddick

8% off
S$4,235
for 7 nights, 1 home
S$605 per night
includes taxes & fees
BOOKING NOW FOR SUMMER 2025-2026 BREATHTAKING OCEAN FRONT HOME!
Dining
Interior
Private kitchen
Terrace/patio
Exceptional
(18 reviews)

HUGE family Home! Sleeps 29 comfortably. 3/10 mile from the Beach!

York

11% off
S$13,557
for 7 nights, 1 home
S$1,937 per night
includes taxes & fees
HUGE family Home! Sleeps 29 comfortably. 3/10 mile from the Beach!
Marina
Private kitchen
Interior
Exterior
Exceptional
(39 reviews)

Stunning Ogunquit Home - Walk to Everything!

Ogunquit

8% off
S$7,422
for 7 nights, 1 home
S$1,060 per night
includes taxes & fees
Stunning Ogunquit Home - Walk to Everything!
Private kitchen
Living area
Interior
Property grounds
Exceptional
(32 reviews)

Coastal Cottage - Porch, Grill, Walk to Portsmouth

Kittery

8% off
S$3,030
for 7 nights, 1 cottage
S$433 per night
includes taxes & fees
Coastal Cottage - Porch, Grill, Walk to Portsmouth
living room looking our to porch and water side
back view of house, garage on right, top window is main bedroom, dining room bel
2nd bedroom view
view of the back of the house, basement, and 2 floors
Exceptional
(169 reviews)

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

Kittery Point

8% off
S$5,288
for 7 nights, 1 home
S$755 per night
includes taxes & fees
600' of Waterfront Chauncey Creek House, fenced yard, office, walk to the beach
Living area
Exterior
Living room with pull-out couch, eating area and Smart TV!
Kitchen!
Exceptional
(14 reviews)

Ocean View Dog Friendly Cottage 4-min to Kennebunkport

Kennebunk

8% off
S$2,466
for 7 nights, 1 home
S$352 per night
includes taxes & fees
Ocean View Dog Friendly Cottage 4-min to Kennebunkport
Sunset at Wells Beach
Counter Seating
Dining Area
Master Bedroom - 1 Queen Bed and 1 crib
Exceptional
(55 reviews)

Bright And Airy Renovated House 1 Block To Sandy Wells Beach

Wells

7% off
S$2,505
for 7 nights, 1 home
S$358 per night
includes taxes & fees
Bright And Airy Renovated House 1 Block To Sandy Wells Beach
Sunset at the Marsh Connection
Property grounds
Dining
Pool
Exceptional
(13 reviews)

Sunset Views over Rachel Carson Preserve. Relax steps from Wells Beach.

Wells

8% off
S$5,333
for 7 nights, 1 home
S$762 per night
includes taxes & fees
Sunset Views over Rachel Carson Preserve. Relax steps from Wells Beach.
Property grounds
Living area
Room
Private kitchen
Excellent
(9 reviews)

New 3Bd, 2BA Cottage short walk to Long Sands

York Beach

8% off
S$9,438
for 7 nights, 1 home
S$1,348 per night
includes taxes & fees
New 3Bd, 2BA Cottage short walk to Long Sands
Interior
Living area
Beach
Exterior
Exceptional
(18 reviews)

Hampton NH / North Beach / Plaice Cove <br>Luxury whole house and great yard.

Hampton

8% off
S$5,204
for 7 nights, 1 home
S$743 per night
includes taxes & fees
Hampton NH / North Beach / Plaice Cove <br>Luxury whole house and great yard.
Private kitchen
Interior
come and relax
This beach has the best waves to play in!
Wonderful
(12 reviews)

Romantic Oceanfront Cottage Get-Away Right on The Beach!!

Ogunquit

8% off
S$5,768
for 7 nights, 1 apartment
S$824 per night
includes taxes & fees
Romantic Oceanfront Cottage Get-Away Right on The Beach!!
Newly renovated with all new furnishings late May 2016
Perkins Cove
House is a few hundred feet from this sign, up Frazier Pasture Road,
New front door with screen/storm door
Exceptional
(120 reviews)

Ideal location close to Marginal Way/Perkins Cove

Ogunquit

8% off
S$6,039
for 7 nights, 1 home
S$863 per night
includes taxes & fees
Ideal location close to Marginal Way/Perkins Cove
The deck with grill
Marina
Room
Exterior
Exceptional
(94 reviews)

Historic Kennebunkport home only 0.3 miles to Dock Square

Kennebunkport

8% off
S$3,818
for 7 nights, 1 home
S$545 per night
includes taxes & fees
Historic Kennebunkport home only 0.3 miles to Dock Square
Room
Private kitchen
Terrace/patio
Long Sands- across street from house
Very good
(5 reviews)

200 Steps to the Atlantic Ocean

York

8% off
S$4,919
for 7 nights, 1 home
S$703 per night
includes taxes & fees
200 Steps to the Atlantic Ocean
master bedroom queen and daybed
Outside view
sliding doors onto closed porch
breakfast nook
Wonderful
(65 reviews)

Pond side get away

York

8% off
S$3,250
for 7 nights, 1 home
S$464 per night
includes taxes & fees
Pond side get away
Interior
Living area
Private kitchen
Room
Exceptional
(22 reviews)

Beach is just a few feet away

Hampton

6% off
S$3,432
for 7 nights, 1 apartment
S$490 per night
includes taxes & fees
Beach is just a few feet away
Dining Room
Living Room
Deck off Dining Room
Dining Room
Exceptional
(28 reviews)

0.2 Miles To Long Sands Beach

York Beach

7% off
S$3,316
for 7 nights, 1 home
S$474 per night
includes taxes & fees
0.2 Miles To Long Sands Beach
living room, new fold out futon
upper deck, looking over back yard, creek
front of house
dining room, looking out onto deck and creek
Wonderful
(11 reviews)

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

Kittery Point

5% off
S$2,652
for 7 nights, 1 home
S$379 per night
includes taxes & fees
Wonderful spot for family vacation, retreat, or exploring the Seacoast!

Explore the riverfront setting in Kittery

Enjoy the monuments and other features of Kittery. Renowned for its shopping, seafood restaurants and riverfront, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Kittery

Are you hoping to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Kittery a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • York Golf and Tennis Club (5.2 mi / 8.3 km)
  • Great Bay Pottery (9.4 mi / 15.1 km)
  • The Links at Outlook (11.3 mi / 18.2 km)
  • Cape Neddick Country Club (12.1 mi / 19.4 km)
  • Flag Hill Winery (14.8 mi / 23.8 km)
  • Wonder Mountain Fun Park (15 mi / 24.2 km)

Exploring the natural landscape of Kittery

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Kittery is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Hampton Beach (13.3 mi / 21.3 km)
  • Prescott Park (1.1 mi / 1.8 km)
  • Wallis Sands State Beach (4.2 mi / 6.8 km)
  • York Harbor Beach (5.7 mi / 9.2 km)
  • Jenness State Beach (7.2 mi / 11.5 km)
  • Long Sands Beach (7.9 mi / 12.8 km)

Seasonal weather averages in Kittery

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 19°C.

Travelling to and around Kittery

The nearest airport is in Portsmouth, NH (PSM-Portsmouth Intl.), located 4.1 mi (6.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Sanford, ME (SFM-Sanford Seacoast Regional), which is 21.7 mi (34.9 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Kittery?
Based on our data, houses are the most in-demand type of holiday property in Kittery. But having said that, everyone's idea of an awesome trip will differ. Vrbo has holiday rentals with every size, shape and budget in mind, so you're sure to find your ideal fit.
How much does it cost to rent a holiday rental in Kittery?
Property type, length of stay and season are some of the things that can determine the price of a holiday home. Simply add your dates of travel to find your ideal match. From cosy cabins to sprawling villas, all Vrbo holiday rentals offer terrific value.
How much does it cost to rent a beach house in Kittery?
When you travel and the style and size of the property will help determine the cost of your beachside holiday rental. Enter your Kittery travel dates to see your options on Vrbo. Can't live without a hot tub? Use the filters to pick the features and amenities you want.
Are there pet-friendly holiday rentals in Kittery?
Pack a travel bag and a bone for your pup because Kittery has 27 holiday rentals that roll out the welcome mat to doggie guests. Let your furriest pal get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates and destination, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Kittery?
Pack your swimming gear and inflatable flamingo, because there are two houses with a private pool in Kittery. Make a booking at one of these popular holiday homes and every day can be a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Kittery?
A chef, nearby museums and a barbecue grill top the list of most popular rental amenities in Kittery. Whether you plan to go alone, with your spouse or a group of friends, Vrbo can help you find a holiday rental that matches your style with all the conveniences you're looking for.
Are there large group holiday rentals in Kittery?
Kittery has seven holiday rentals that can fit 10 or more guests. These stays come with the space you need to share good times with loved ones.
Are there holiday rentals in Kittery that welcome kids?
With 27 family-friendly holiday properties to select from in Kittery, there's never been a better time to introduce the little ones to the wonders of travel. Click on our "Properties good for families" filter to browse stays that feature conveniences ideal for families on the move, such as extra bedrooms, pools, entertainment areas and bunk beds.
What are the top attractions for families in Kittery?
Keeping the kids amused during your Kittery holiday is a breeze with these top family-friendly attractions:
  • Long Sands Beach
  • Short Sands Beach
  • Water Country
Can I find two-bedroom holiday rentals in Kittery?
Kittery has eight two-bedroom holiday rentals to pick from. Find a holiday home with all the space and privacy you're looking for at a fantastic price on Vrbo.
Are there holiday rentals with WiFi in Kittery?
Whether you want to stay in touch with world events, send some emails or surf your social networks, there are nine holiday homes with WiFi in Kittery. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Kittery?
Kittery has 19 holiday rentals where you'll be able to wind down in air-conditioned comfort. To book a property on Vrbo that comes with this perk, choose your travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Kittery?
You'll have to check with the Kittery holiday property you're considering on Vrbo as the minimum age varies. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental in Kittery for?
How long you can book a holiday rental in Kittery is up to the property. Simply enter your preferred travel dates to look at a list of options offering extended stays. With lots of creature comforts such as air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you're sure to get somewhere just right to call your home away from home in Kittery.

More holiday ideas