Holiday houses in Kittery

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Kittery

  • Total holiday rentals

    Explore 440 holiday rentals in Kittery

  • Nightly prices starting at

    Kittery holiday rentals start at $120 NZD per night before taxes and fees

  • Verified guest reviews

    Over 34,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    270 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    430 of Kittery holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Kittery rentals

  • 4.9 Average rating

    Kittery stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Kittery

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An open living area features a comfortable gray sofa with decorative pillows, a wooden coffee table on a textured rug, and two light-colored armchairs. The space is illuminated by natural light from nearby windows, with a modern kitchen visible in the background.
Cottage in Kittery
4.94 out of 5 average rating, 274 reviews

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.

Top Guest favourite
A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.
Cottage in Eliot
4.99 out of 5 average rating, 205 reviews

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.

Top Guest favourite
A cozy bedroom features a spacious bed with a gray quilt and white pillows, flanked by two bedside lamps providing soft lighting. A ceiling fan is positioned above, adding to the comfort. An entrance to a living area is visible in the background.
Apartment in Kittery
4.94 out of 5 average rating, 150 reviews

New, private, clean and comfy 1 bedroom apartment!

Welcome to our new 1 bedroom, 1 bath apartment in a beautiful, tranquil setting. We are minutes away from the Kittery Outlets, Seapoint Beach, Fort Foster, Fort McClary, Pepperell Cove, Portsmouth, York beaches and Ogunquit Beach. When you arrive, you will feel at peace in our truly tranquil oasis, surrounded by nature. We abutt 87 acres of conservation land. Turkeys, deer and birds visit us daily! We are secluded, yet close to everything. Welcome to our little slice of paradise!

Top Guest favourite
A spacious sleeping area features a large bed with decorative pillows and a textured blanket. Nightstands are positioned on both sides, each with a lamp and small items. Soft light filters through sheer curtains, complementing the pleasant wall art above the bed.
Guest suite in Kittery Point
4.97 out of 5 average rating, 173 reviews

Seacoast Suite

Welcome to our traditional Maine Gambrel where you will have a private entrance, bedroom, bathroom and sitting area. The 250 sq ft suite has a queen bed, tv, Wi-Fi, hot drinks, mini fridge, microwave, and private space. We are located just over an hour from Boston or Portland, 5 min to Kittery shopping outlets, half mile to a boat launch & 5-15 min drive to a number of beaches. We are located in a quiet residential neighborhood. We ask for no animals since there's a cat that lives here too.

Top Guest favourite
A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.
Home in Rye
4.98 out of 5 average rating, 378 reviews

*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.

Top Guest favourite
An aerial view captures the waterfront of Portsmouth, featuring several tugboats docked along the river. Historical buildings line the shore, showcasing brick facades and a bustling atmosphere. A vibrant marketplace is visible along the waterfront, with boats gently bobbing in the water.
Apartment in Portsmouth
4.98 out of 5 average rating, 350 reviews

The Tugboat - KingBed, Waterfront! Parking!

Location Location! Welcome to the Tugboat! A Tastefully decorated 1 Bedroom w/King Bd located on the Historic Waterfront of Portsmouth. All the shops, restaurants, rich history, festivities, and nightlife are right here a few steps away! Enjoy the sunsets over the river while sipping a glass of wine on the front steps before going out. Open the Dutch Door to watch the Tugboats and get all the smells from the restaurants surrounding you. It will be hard not to eat out every night.

Top Guest favourite
Outdoor dining tables are set under large umbrellas, with guests enjoying a waterfront view. Sailboats are anchored in the calm water during sunset, creating a serene coastal atmosphere. The soft colors of the sky reflect on the water, enhancing the picturesque dining experience.
Guest suite in Kittery Point
4.95 out of 5 average rating, 370 reviews

Close to Beaches, Portsmouth, Shopping + Hot Tub

Just 10-minutes from charming Portsmouth! Enjoy the crystal-clean hot tub on your private patio in a sun filled garden. Feet-up pampering and special gifts throughout this adorable Maine coastal getaway. Drive into Portsmouth, or stay-in and pamper yourselves. Walk to the Kittery Point town wharf, historical sites, Wharf Restaurant, and catch views of the lighthouse and spectacular sunsets. 5-minute drive to a beach or world-class restaurants, 10-min to the famous Kittery Outlets.

Superhost
A cozy living room is featured, furnished with a green couch and a wooden coffee table. Natural light is provided by two large windows, framed with gray curtains. A flat-screen TV is positioned on a contemporary media console, complemented by a leather ottoman.
Apartment in Kittery
4.95 out of 5 average rating, 132 reviews

Charming retreat in Kittery

Welcome to our Airbnb—perfectly located less than 10 minutes from downtown Kittery and Portsmouth. Enjoy easy access to Market Square, the Kittery Foreside, and endless shops and restaurants. Spend the day exploring Fort Foster, cruising the scenic seacoast, or relaxing on Long Sands Beach. Unwind with a 43" 4K TV and your favorite apps. The kitchen is stocked with essentials, including a Keurig & K‑Cups. You’ll also have off‑street parking, FAST WiFi, A/C, and a comfortable bed!

Top Guest favourite
The cottage, featuring rustic cedar shingles, is set among lush greenery. A screened porch with large windows invites fresh air and natural light. The spacious yard is accented by varied plant life, contributing to a serene and private outdoor environment.
Cottage in Kittery
4.96 out of 5 average rating, 328 reviews

Charming Coastal Maine Cottage

Charming Coastal cottage on private way. Two bedrooms w 1 bath upstairs. Additional pullout futon in separate room downstairs. Sleeps up to 5. Surrounded by Rachel Carson National Wildlife Refuge, walk to Seapoint Beach, beautiful and peaceful. Large screened porch to relax in. Bird watchers paradise. Eclectic restaurants, galleries, museums, local food purveyors, breweries and more all 10-15 minutes away in Kittery/Portsmouth .

Top Guest favourite
Apartment in Kittery
4.98 out of 5 average rating, 295 reviews

Goose Point Getaway (a boutique AirBnB experience)

Our Goose Point Getaway is a one bedroom apartment located in the lower level of our home. Completely private with its own entrance and no shared space with the owners. You can see a peek of Spruce Creek (a tidal inlet) from the bedroom window and deck. The space has been designed to offer a relaxed, comfortable get away experience. Our home is located in a quiet neighborhood which loops around Spruce Creek.

Top Guest favourite
The spacious living area features a large sofa and an armchair, positioned beside a coffee table. A flat-screen TV displays the Netflix logo above a fireplace, while natural light enters through the surrounding windows. A potted plant adds a touch of greenery to the space.
Home in Kittery
5.0 out of 5 average rating, 109 reviews

Seacoast Escape with a View

Enjoy the peace and tranquility of staying in Kittery Maine’s exclusive waterfront area. • Walk to downtown Portsmouth • 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! See our other home and awesome reviews: airbnb.com/h/pepperrellparadise

Top Guest favourite
Home in Kittery
4.97 out of 5 average rating, 126 reviews

Spacious 2 BR Kittery Home - Walk to Portsmouth!

Ideally located a half mile from hip Kittery Foreside and less than a mile from bustling downtown Portsmouth, NH. A great location for walking, biking and enjoying all that the seacoast has to offer. Come enjoy Maine and New Hampshire with your family and friends! We welcome guests of all races, faiths, genders, and sexual orientations.

Popular amenities for Kittery holiday rentals

When is the best time to visit Kittery?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$349 NZD$354 NZD$344 NZD$361 NZD$430 NZD$492 NZD$561 NZD$597 NZD$502 NZD$463 NZD$413 NZD$394 NZD
Avg. temp-5°C-3°C1°C7°C13°C18°C21°C20°C16°C10°C4°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Kittery?

    Neighborhoods near the harbor, around Kittery Foreside, and close to the outlets are often recommended for their blend of local flavor and convenience. Many stays have easy access to both nature and dining.

  • What are the best things to do in Kittery with kids?

    Families often enjoy waterfront parks, local beaches, and relaxed boat outings. Interactive museums and sweet shops around town make for fun stops with younger travelers.

  • What are some of the best things to do in Kittery?

    Explore the local outlets, visit historic forts, and enjoy fresh seafood along the waterfront. Kittery also has galleries, walking paths, and nearby nature spots for a balanced experience.

  • How is the weather in Kittery?

    Kittery has cold, snowy winters with average highs of 33–38°F (0–3°C) in January and December, and warm summers reaching 76–81°F (24–27°C) in June through August. Rainfall is steady year-round, so packing layers and a raincoat is often helpful.

  • When is the best time to visit Kittery?

    Late spring through early fall is often recommended for milder temperatures, with highs between 60–80°F (16–27°C), and lively outdoor events. Cooler months bring fewer crowds and a quieter coastal atmosphere.

  • What are the best places to visit in Kittery?

    Popular spots include Kittery outlets, waterfront parks, and preserved colonial sites. Art galleries, classic seafood shacks, and historic forts also draw frequent interest from visitors.

  • What are some hiking trails in Kittery?

    Kittery has nature preserves and forested trails, with paths through woodlands, along tidal marshes, and near historic sites. Visitors often explore walking routes in town parks or conservation lands.

  • What are some family activities we can do in Kittery?

    Families can explore waterfront parks, visit local museums, or enjoy boat tours on calmer days. Many find time at local beaches or ice cream shops around Kittery memorable for all ages.

  • What are some of the best day trip ideas from Kittery?

    Around Kittery, many explore coastal villages, lighthouse routes, or nearby nature reserves. Historic towns and local farms also attract those seeking culture, food, and scenic landscapes.

  • Are there any pet friendly accommodations available in Kittery?

    Many accommodations in Kittery welcome pets, especially in areas near the waterfront and around shopping districts. It is often recommended to review pet policies in advance to ensure a comfortable stay for both you and your companion.

  • What are some local tips for visiting Kittery?

    Layered clothing is helpful due to changing coastal weather, and parking areas can fill quickly near outlets or popular sites, especially in warmer months. Locals often suggest sampling seafood directly from neighborhood markets or casual spots.

  • What is Kittery known for?

    Kittery is known for its historic shipbuilding heritage, thriving outlet shopping, and seafood traditions. The town also has access to scenic waterfronts and preserved colonial sites, reflecting its long-standing New England history.

  • What are the best hidden gems to explore in Kittery?

    Visitors often find charm in smaller art studios, tucked-away nature preserves, or locally owned bakeries off the main streets. Historic cemeteries and quieter shoreline paths also provide a more laid-back perspective of Kittery.

  • What are the best foods to try in Kittery?

    Seafood dishes are frequently suggested, including lobster rolls, fried clams, and chowder. Many visitors also seek out locally baked breads, coastal-inspired sweets, and regional specialties in casual waterfront eateries.

  • What should I bring for a trip to Kittery?

    Pack comfortable layers, a waterproof jacket, and shoes suitable for walking on varied terrain. Many visitors include sun protection and reusable bags for market shopping or beach visits.

  • What is the nightlife in Kittery like?

    Kittery’s nightlife features casual pubs, local music venues, and coastal eateries that stay open into the evening. The vibe is relaxed, with an emphasis on conversation, live music, and classic New England fare.

  • What are the most popular events or festivals in Kittery?

    Seasonal festivals, including summer waterfront gatherings and holiday markets, are among the most popular local events. Art walks and food-focused weekends are also frequently suggested, particularly during warmer months.

  • Are there family friendly vacation rentals in Kittery?

    Kittery has a variety of family friendly vacation rentals, including cottages and homes with shared yards or kitchen spaces. Many are located near beaches, parks, and the central shopping areas.

Destinations to explore

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