
Waterfront holiday rentals in Kittery
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Kittery

Total holiday rentals
Explore 60 holiday rentals in Kittery

Nightly prices starting at
Kittery holiday rentals start at $127 SGD per night before taxes and fees

Verified guest reviews
Over 4,350 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Kittery holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kittery rentals

4.9 Average rating
Kittery stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated waterfront rentals in Kittery
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Lovely Waterfront Suite, New Hampshire Seacoast
Cozy waterfront one-bedroom suite on the New Hampshire Seacoast, perfect for a relaxing escape. Just minutes from Portsmouth and Durham, it’s ideal for a romantic getaway, attending a local event, or visiting the University of New Hampshire. Enjoy a private patio and waterfront deck featuring a seasonally heated dome and a year-round fire pit. A duraflame log for winter use in the living room fireplace. You’ll find many nice extras here.Peaceful coastal charm near the New Hampshire–Maine border.

Maine Harbor Escape | Porch&BBQ, Walk 2 Portsmouth
🌊🏡Welcome to Our Coastal Cottage!🦞☀️ The perfect home for a small family or couple💑looking to escape to the Maine Seacoast. Located in a quaint residential neighborhood within harbor view⚓, this cottage has a relaxing farmers porch🌿, a BBQ grill🍖, 2 full bathrooms🛁, and is within a 45-second walk🚶♀️to Kittery Foreside; a small downtown area with shops🛍️and restaurants🍽️. Our cottage was tastefully decorated by a professional interior designer🎨and comes with smart TVs📺 in every room.

Tugboat Vista | 2 Bedroom | Downtown Portsmouth
Overlooking the beautiful Tugboats of Downtown Portsmouth, this brick laden 2 bed, 1 bath unit is quintessential downtown city living. Featuring a fully loaded kitchen, plush king bed, queen bedroom with river views, and a queen sleeper sofa, this unit is in the heart of it all. The dining, shopping, and walkable venue access makes this location sought after by locals and travelers alike! Make this your home base for the night or the month and enjoy all of what Portsmouth offers all year round.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Salty Mermaid Cottage/Boat House
This 2br home is nestled at the end of a peninsula’s over the water, 5min drive to downtown Portsmouth. Spend the day on the on deck, grilling or enjoy your own authentic Maine lobster bake, swimming and treasure hunting the shore. Also explore Kittery or downtown Portsmouth, both just five minutes away. Enjoy this freshly renovated home, water views from every room and window, all bedrooms are equipped with a/c, free WiFi and smart TVs. Fully equipped kitchen has an amazing view of the water.

Newly Renovated | Farm Stay | Near Portsmouth!
Welcome to the Brown House at Emery Farm. This recently renovated charming cedar shake farmhouse is situated on 130 picturesque acres, on the oldest family farm in America. If you’re looking for a quintessential New England farm stay experience that offers a quiet peaceful stay, this is the place! • 3 bd | 3 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 2 min walk to Emery Farm Market & Café • 10 min to Portsmouth • Surrounded by nature • EV charger

*Beachfront* Vintage Coastal Cottage - Relaxation
It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

A water view slice of heaven at Pepperrell Cove
Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!

Gorgeous Waterfront Home with Dock and Beach
Looking for a wonderful location to enjoy a week this summer in Maine? We have a beautiful location right on the water for you and your family to enjoy. HAVE A BOAT and want to bring it with you? We have a deep water dock. Ask us about details and cost. House is on a dead end road. Come & enjoy the Maine coast! We are located 2 miles from Portsmouth, and there are numerous activities to do in this area. Golfing, Boating, Swimming, Outlet shopping and of course the Beach!

3-Bed | 2-Bedroom | Hot Tub | Close To Beach
If you've never stayed in Wells before, make your first stay at the oldest established property in Wells, dating back to 1604, but updated for today's modern needs with wifi, streaming, jacuzzi, grill, outdoor furniture, and hammock all within a short drive to Wells beach in a peaceful neighborhood on a dead end street. Let the Webhannet Falls and River lull you to sleep as they flow through the backyard and see the foundation of the historic gristmill and sawmill.

Portsmouth Waterfront Cottage
Our waterfront cottage is a unique property offering style, tranquility, and walking access to Portsmouth’s Market Square. The theme is a blend of New England charm and Scandinavian modern. We offer an amazing view, two decks, a modern kitchen, laundry, and free parking for one vehicle. This premium property sleeps four, counting children. It offers a quiet romantic escape for the discerning traveler, and yet is just a ten minute walk to Market Square.
Popular amenities for waterfront rentals in Kittery
Waterfront apartment rentals

Cheerful 1 bedroom cottage only 50ft from beach #5

Mary's By The Sea

Winter Island Retreat

Chic Downtown Loft ☆ Private Parking ☆ Ocean View

Enjoy Stunning Sunrises&Sunsets Ocean Views 33

✨Charming Stay-Downtown Dover🍷FreeWine🍷Portsmouth

#2Marsh Views, Cozy quiet spot on river&preserve

4 Bed Water View w/ Parking
Waterfront house rentals

2 Bedroom Beach Bungalow, Steps from the Beach!

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Ocean Front Cliff House July & August 5 night min

Waterfront w Kayaks, Pool table, Pergola, Firepit

Blue Breeze - Private lakefront w/ Hot Tub

Little Lake House, the Bungalow

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard

Pirates Hideaway - Sanctuary on the Marsh
Waterfront apartment rentals

Oceanfront, private balcony, panoramic ocean views

Luxury Beach Front Condo! Prime Location!

Sunny Beach Studio Condo with Sunset View

Bearskin Neck Rockport ★ Amazing Views ★ Parking

The Wave • Ocean condo on sands of Hampton Beach •

Boho Beach Condo for Ocean Escape

Cozy up in our oceanfront 2BR condo Hampton Beach

Seacoast Getaway
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $223 SGD | $255 SGD | $237 SGD | $293 SGD | $443 SGD | $454 SGD | $524 SGD | $526 SGD | $447 SGD | $446 SGD | $379 SGD | $281 SGD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Family-friendly rentals Kittery
- Rentals with a fireplace Kittery
- Rentals with breakfast Kittery
- Rentals with beach access Kittery
- House rentals Kittery
- Flat rentals Kittery
- Rentals with pools Kittery
- Pet-friendly rentals Kittery
- Fitness-friendly rentals Kittery
- Rentals with a firepit Kittery
- Rentals with a hot tub Kittery
- Beachfront rentals Kittery
- Rentals with a washing machine and dryer Kittery
- Apartment rentals Kittery
- Rentals with a patio Kittery
- Cottage rentals Kittery
- Boutique hotels Kittery
- Cabin rentals Kittery
- Rentals with outdoor seating Kittery
- Waterfront rentals York County
- Waterfront rentals Maine
- Waterfront rentals United States
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Long Sands Beach
- Scarborough Beach
- Canobie Lake Park
- Crane Beach
- York Harbor Beach
- Good Harbor Beach
- North Hampton Beach
- Willard Beach
- East End Beach
- Short Sands Beach
- Cape Neddick Beach
- Gooch's Beach
- Gunstock Mountain Resort
- Salem Willows Park
- Snhu Arena
- Crescent Beach State Park
- Footbridge Beach
- Bear Brook State Park
- Funtown Splashtown USA
- Jenness Beach





