Kittery holiday rentals

We found 2,474 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:18 Dec - 25 Dec

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

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

Portsmouth

8% off
AU$8,943
for 7 nights, 1 home
AU$1,278 per night
includes taxes & fees
Amazing remodeled house that sleeps 11! Walk to downtown Portsmouth and park 8+
45_106STibbettsAve,_MorneauStudios
33_106STibbettsAve,_MorneauStudios (1)-3 - 18-06-2026 14-13-35
77_106STibbettsAve,_MorneauStudios
19_106STibbettsAve,_MorneauStudios
Exceptional
(6 reviews)

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

Wells

12% off
AU$8,950
for 7 nights, 1 home
AU$1,279 per night
includes taxes & fees
The Apex at Moody: Beach, Hot Tub, Fireside Nights
Main level kitchen and dining
Pepperrell Cove restaurants across street
Main level
Pepperrell Cove restaurant across street
Exceptional
(33 reviews)

Amazing harbor/ocean views of Pepperrell Cove

Kittery Point

8% off
AU$5,556
for 7 nights, 1 home
AU$794 per night
includes taxes & fees
Amazing harbor/ocean views of Pepperrell Cove
Fitness facility
Property grounds
Sunset at the Marsh Connection
Dining
Exceptional
(13 reviews)

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

Wells

8% off
AU$5,652
for 7 nights, 1 home
AU$807 per night
includes taxes & fees
Sunset Views over Rachel Carson Preserve. Relax steps from Wells Beach.
Back deck with large table & gas as well as charcoal grills.
Beautiful, large home with all the amenities you’ll need for your vacation.
Kitchen table, seats 8 comfortably.
Kitchen
Exceptional
(36 reviews)

Spacious, Well-Appointed Home for Large Groups Close to Beaches and Restaurants!

Wells

8% off
AU$6,581
for 7 nights, 1 home
AU$940 per night
includes taxes & fees
Spacious, Well-Appointed Home for Large Groups Close to Beaches and Restaurants!
Interior
Private kitchen
Living area
Room
Exceptional
(20 reviews)

2 Bedroom Condo steps to beautiful Wells Beach!!!

Wells

8% off
AU$4,714
for 7 nights, 1 apartment
AU$673 per night
includes taxes & fees
2 Bedroom Condo steps to beautiful Wells Beach!!!
Dining Area
Counter Seating
Sunset at Wells Beach
Living Area
Exceptional
(54 reviews)

Bright And Airy Renovated House 1 Block To Sandy Wells Beach

Wells

8% off
AU$5,593
for 7 nights, 1 home
AU$799 per night
includes taxes & fees
Bright And Airy Renovated House 1 Block To Sandy Wells Beach
Comfy pull-out Sofa
Breakfast Bar
65 in. OLED with Cable
Living Area
Exceptional
(29 reviews)

Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit

Kennebunk

8% off
AU$6,019
for 7 nights, 1 home
AU$860 per night
includes taxes & fees
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
large second floor open concept kitchen/dining/living room
Beach
large second floor open concept kitchen/dining/living room
large second floor open concept kitchen/dining/living room
Exceptional
(38 reviews)

OCEAN VIEW CRASHING WAVES STUNNING SECOND FLOOR KITCHEN/LIVING ROOM 8 BED 4 BATH

York Beach

25% off
AU$15,545
for 7 nights, 1 home
AU$2,221 per night
includes taxes & fees
OCEAN VIEW CRASHING WAVES STUNNING SECOND FLOOR KITCHEN/LIVING ROOM 8 BED 4 BATH
Exterior
Living area
Interior
Beach
Exceptional
(18 reviews)

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

Hampton

8% off
AU$4,898
for 7 nights, 1 home
AU$700 per night
includes taxes & fees
Hampton NH / North Beach / Plaice Cove <br>Luxury whole house and great yard.
Front of the house 5 minute walk to the beach
Long Sands Beach Nubble light house on tip of peninsula 2 mile walk from house
First floor open conecpt
Kitchen is fully equipped
Exceptional
(59 reviews)

OPEN FLOOR PLAN-SPA LIKE MASTER BATH Basement playroom ping pong! 5 STAR REVIEWS

York Beach

24% off
AU$11,348
for 7 nights, 1 home
AU$1,621 per night
includes taxes & fees
OPEN FLOOR PLAN-SPA LIKE MASTER BATH Basement playroom ping pong! 5 STAR REVIEWS
Property grounds
Marina
Exterior
Pool
Exceptional
(19 reviews)

Seaglass Village Wells #426.Near Clubhouse. Same Time Next Year Promotion, NOW!

Wells

8% off
AU$5,137
for 7 nights, 1 cottage
AU$734 per night
includes taxes & fees
Seaglass Village Wells #426.Near Clubhouse. Same Time Next Year Promotion, NOW!
Kitchen with counter bar seating in the Open Living Space.
Partial Ocean Views from the living space.
Ocean view from the 2nd Floor Deck
Stairway to 2nd Floor
Exceptional
(132 reviews)

Steps to Wells beach-3 BR, 2 Bath House - Ocean and Marsh Views!

Wells

8% off
AU$3,367
for 7 nights, 1 home
AU$481 per night
includes taxes & fees
Steps to Wells beach-3 BR, 2 Bath House - Ocean and Marsh Views!
Kitchen island
Dining Table (two leaf for extending)
Main Gathering Room
Three window seats in the main gathering room
Exceptional
(41 reviews)

Newly Renovated Home Minutes Walk to the Beach Sleeps 18

York Beach

8% off
AU$12,618
for 7 nights, 1 home
AU$1,803 per night
includes taxes & fees
Newly Renovated Home Minutes Walk to the Beach Sleeps 18
Private kitchen
Living area
Living area
Terrace/patio
Exceptional
(18 reviews)

Historic Charm & Modern Comfort, Beach Vacation Awaits.

Wells

8% off
AU$3,676
for 7 nights, 1 home
AU$525 per night
includes taxes & fees
Historic Charm & Modern Comfort, Beach Vacation Awaits.
view from inside cottage
Interior
come and relax
Private kitchen
Wonderful
(12 reviews)

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

Ogunquit

8% off
AU$6,118
for 7 nights, 1 apartment
AU$874 per night
includes taxes & fees
Romantic Oceanfront Cottage Get-Away Right on The Beach!!
Private kitchen
Interior
Swanky ! Great Porch for People Watching!
Exterior
Exceptional
(11 reviews)

Swanky Flat in the Heart of Dock Square, SUPER CLEAN! WALK TO EVERYTHING!

Kennebunk

8% off
AU$5,860
for 7 nights, 1 home
AU$837 per night
includes taxes & fees
Swanky Flat in the Heart of Dock Square, SUPER CLEAN! WALK TO EVERYTHING!
Marina
Private kitchen
Dining
Interior
Exceptional
(38 reviews)

Stunning Ogunquit Home - Walk to Everything!

Ogunquit

12% off
AU$7,118
for 7 nights, 1 home
AU$1,017 per night
includes taxes & fees
Stunning Ogunquit Home - Walk to Everything!
Entry and parking
living room looking to ocean and fresh water ponds
living room area
open floor plan first floor
Exceptional
(24 reviews)

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

Cape Neddick

8% off
AU$4,536
for 7 nights, 1 home
AU$648 per night
includes taxes & fees
BOOKING NOW FOR SUMMER 2025-2026 BREATHTAKING OCEAN FRONT HOME!
Property grounds
Marina
Terrace/patio
Living area
Exceptional
(82 reviews)

Steps to Perkins Cove, Ogunquit, ME

Cape Neddick

8% off
AU$2,346
for 7 nights, 1 apartment
AU$335 per night
includes taxes & fees
Steps to Perkins Cove, Ogunquit, ME
Kennebunk
COMPASS POINTE ALONG THE OGUNQUIT RIVER
Interior
Living area
Exceptional
(53 reviews)

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

Wells

8% off
AU$3,579
for 7 nights, 1 apartment
AU$511 per night
includes taxes & fees
"NOT YOUR AVERAGE BEACH HOUSE" walk to Moody Beach to Footbridge ,distance Views
The Famous Ogunquit Playhouse
Perkins Cove
Back Deck with Grill
Private kitchen
Exceptional
(46 reviews)

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

Ogunquit

7% off
AU$3,268
for 7 nights, 1 apartment
AU$467 per night
includes taxes & fees
Located Steps From Perkins Cove, Enjoy Shopping, Dining, & Beach--Full A/C!
Property grounds
Living area
Living area
Private kitchen
Excellent
(9 reviews)

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

York Beach

8% off
AU$10,025
for 7 nights, 1 home
AU$1,432 per night
includes taxes & fees
New 3Bd, 2BA Cottage short walk to Long Sands
Room
Beach
Exterior
Living area
Wonderful
(14 reviews)

In The Heart Of The Hampton Beach Strip!

Hampton

12% off
AU$2,243
for 7 nights, 1 apartment
AU$320 per night
includes taxes & fees
In The Heart Of The Hampton Beach Strip!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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 best area to stay in Kittery when booking a holiday rental?
When considering a holiday rental in Kittery, Maine, a popular area to stay is near the waterfront. This picturesque neighbourhood offers a charming blend of coastal beauty and convenience, making it a delightful choice for visitors. You will find a variety of properties available, ranging from cosy cottages to more spacious homes, often with stunning views of the water.Staying in this area places you within easy reach of popular attractions such as the Kittery Outlets, which are great for those looking to indulge in a bit of shopping. Additionally, the nearby Fort McClary State Park provides a wonderful opportunity for outdoor activities, including walking trails and historical exploration. The vibrant setting along the waterfront is also complemented by a selection of excellent seafood restaurants, allowing you to savour the local cuisine.
Where are the best areas for renting a beach house in Kittery?
For renting a beach house in Kittery, Maine, the area around Fort Foster is a lovely choice, offering picturesque views of the ocean and easy access to sandy beaches. Properties in this vicinity often come equipped with modern amenities, such as outdoor decks for al fresco dining, fully stocked kitchens for self-catering, and spacious living areas that are superb for families or groups. Many of the rentals also feature outdoor showers, which are ideal for rinsing off after a day spent at the beach.Another appealing area is near Kittery Point, where visitors can find charming homes with views of the water and proximity to scenic spots like Seapoint Beach. These properties typically boast comfortable furnishings, ample sleeping arrangements, and sometimes even private beach access. Guests can enjoy nearby attractions, including the historic Fort McClary State Park, which provides opportunities for hiking and exploring coastal fortifications.Additionally, the local restaurants and shops add to the convenience of staying in Kittery, allowing travellers to enjoy fresh seafood and local delicacies.
Are there any houseboat rentals in Kittery?
In Kittery, several houseboat rentals are available, offering a unique way to enjoy the scenic waterfront. These houseboats typically feature amenities such as fully equipped kitchens, comfortable living spaces, and outdoor decks for soaking up the sun or enjoying views of the surrounding area. Guests can expect a blend of rustic charm and modern convenience, making them ideal for a memorable holiday experience.
What is the most popular type of holiday rental accomodation in Kittery?
In Kittery, holiday houses are the most popular type of holiday rental, with around 36 available throughout the area. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation, making them ideal for families or groups. Additionally, there are several apartments, cottages, and villas scattered across the town, offering a range of options for different traveller preferences. Many of these rentals provide a cozy feel, allowing guests to unwind after exploring local attractions such as the Kittery Outlets and nearby beaches.
Are there any family house rentals in Kittery?
In Kittery, Maine, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area features homes that provide ample space for families, often boasting multiple bedrooms and inviting living areas where everyone can relax together. Many properties come equipped with full kitchens, allowing for easy meal preparation, as well as outdoor spaces that are superb for children to play in.Visitors will also appreciate the proximity to local attractions, such as the scenic Kittery Point and the historic Fort McClary State Park, both ideal for family outings. Additionally, the vibrant setting of nearby Portsmouth offers a variety of dining options and shopping experiences.
Are there pet-friendly house rentals in Kittery?
In Kittery, there are several pet-friendly house rentals available, making it a delightful destination for travellers who wish to bring their furry companions. Many of these properties are situated close to the picturesque coastline and provide easy access to pet-friendly beaches, such as Fort Foster Park, which offers lovely walking trails and scenic views of the ocean.The holiday rentals often come equipped with amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, allowing guests to enjoy comfortable stays while preparing meals and relaxing outdoors. Travellers can expect a mix of charming cottages and contemporary homes, many featuring multiple bedrooms and living spaces that cater to families or groups.Additionally, Kittery is conveniently located near local shops and restaurants, some of which welcome pets, enhancing the overall experience for visitors and their pets.
Are there any remote work holiday rentals in Kittery?
In Kittery, Maine, there are numerous remote work-friendly holiday rentals available, with around 48 options to choose from. Many of these properties are equipped with essential amenities tailored for those working remotely, such as dedicated desks and free Wi-Fi, ensuring a productive environment.The charming coastal town offers a mix of historic charm and modern conveniences, with rentals often featuring comfortable living spaces, fully equipped kitchens, and access to outdoor areas where one can unwind after work.Kittery is also conveniently located near popular attractions like the Kittery Outlets for shopping and the scenic Fort Foster Park, which provides lovely walking trails and ocean views. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Kittery?
In Kittery, popular rental amenities often include a fully equipped kitchen, making it easy for guests to prepare their own meals. Many properties also feature onsite parking, which is convenient for those travelling with their own vehicles. Coffee and tea makers are commonly provided to ensure that guests can enjoy their morning brew. For those travelling with pets, many rentals are pet-friendly, allowing furry companions to join in the fun. Additionally, outdoor spaces such as decks or patios are a common amenity, offering a great spot for relaxation and enjoying the fresh Maine air.
When is the best time to visit Kittery for a holiday rental?
The best time to visit Kittery for a holiday rental is during the peak season from June to August, with July being particularly popular. This vibrant period attracts beachgoers and outdoor enthusiasts keen to explore the stunning coastline and indulge in local seafood delicacies. The warm summer temperatures, typically ranging from 15 to 30 degrees Celsius, create an inclusive setting for sunbathing, kayaking, and enjoying the scenic beauty of the area.Visitors during these months can take full advantage of the charming shops, art galleries, and historic sites that Kittery has to offer. The lively summer events, including festivals and concerts, make this time an exhilarating experience for families and friends looking to create lasting memories.For those seeking a more budget-friendly option, consider planning your trip in December. It's cooler, with temperatures dipping to around 0 degrees Celsius, Kittery transforms into a picturesque winter wonderland, superb for cosy getaways and holiday shopping. You can enjoy quieter streets and the charm of festive decorations, making it an ideal time to explore the local culture without the crowds.
What are the top attractions in Kittery?
In Kittery, Maine, visitors can explore a variety of attractions that showcase the area's coastal charm. The Kittery Outlets are a popular destination for shopping, offering a range of brand-name stores in a picturesque setting. Just a short distance away, Fort McClary State Park provides historical insights and stunning views of the harbour, making it a great spot for picnicking and exploring the old fortifications.Additionally, the nearby Seapoint Beach is great for those looking to relax by the ocean, while the scenic views along the coast are ideal for leisurely walks. Kittery's vibrant waterfront area features local seafood restaurants and the iconic Maine Diner, known for its classic American fare.
Are all fees included in the Kittery holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Kittery holiday homes with parking?
Stayz offers a wide selection of holiday homes in Kittery with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Kittery holiday homes?
You can find great discounts on holiday homes in Kittery on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Kittery holiday home booking on Stayz?
To find Kittery holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Kittery?
A long-stay holiday home in Kittery is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Kittery holiday home?
Book your Kittery holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Kittery?
Prices for holiday homes in Kittery vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Kittery to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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