Pet-friendly holiday rentals in Kittery

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

Classic, calm river view & centrally located home

We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.

Newly Restored 1850’s farm house 3 bedroom 2 bath

This farmhouse is newly renovated, featuring reclaimed antique furnishings salvaged from the property and our neighboring farm. It sits on 2 acres with plenty of open space, a modern gourmet kitchen, a claw foot soaking tub, and serene spaces to unwind and refresh. 10 minutes to the beach and downtown Portsmouth, 60 minutes to Boston, and 90 min to the mountains makes this beautiful and private home an ideal space to set up home base whole enjoying the beautiful New Hampshire seacoast.

West End | Pet-Friendly | Fenced-in Yard | Grill

Welcome to West End – your perfect stay in Portsmouth! Experience the best of the city's vibrant West End district in this stylish and spacious 1,000 sq. ft. retreat. Centrally located in the popular West End district, including Street, White Heron and The Kitchen restaurants (all walking distance)—ideal for foodies and coffee lovers alike. Downtown Portsmouth is only 1 mile away, with Islington Street leading you to boutique shops, dining spots, and the city's lively atmosphere.

Unique beach house on Long Sand Beach!

Located in front of the sea, The BLUE WAVE is a rare beach home! The wide beach with fine sand allows families and friends to enjoy activities, walk and watch the surfers. The house, with its 4 stylishly decorated rooms, makes for an unforgettable vacation experience. The kitchen is fully equipped. Excellent restaurants and stores await you to make your stay even more unforgettable! SPA OPEN ALL YEAR! The primary guest making the reservation must be at least 21 years old.

Cozy Sauna Nook

Take time to unwind in this cozy space complete with music on vinyl and a gas hearth. This private apartment is built on to the back of our 1832 home in the village district of Eliot, ME. You'll be 4 minutes from Route 95, 8 minutes from Kittery Foreside, and 9 minutes to Downtown Portsmouth. Within a short drive you will have easy access to walking trails, the Piscataqua River, and the beaches of Southern Maine/ New Hampshire. Dogs OK (fee)- No Cats (allergy issue).

Chic Loft-Style Condo in Downtown Portsmouth

This contemporary loft-style condo in Portsmouth , is located directly on the Piscataqua River, offers two bedrooms, a comfortable living room, vibrant dining space, and galley kitchen. It's a short walk to all of the shops and restaurants in downtown Portsmouth, and just 8 miles to New Hampshire's most popular beaches. Come relax, dine, shop and play. It's all here for your enjoyment, and you just know it's time to book yourself getaway!

HotTub/5min to K-port, Pet friendly, @anchorunwind

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."

The Tree Haus in York Heights

Nestled in York Heights, just 1 mi from Long Sands Beach, our stylish retreat is centrally located to all southern Maine has to offer! Whether you are seeking breathtaking views of the iconic Nubble Lighthouse, enjoying the seaside while working remotely, or in need of a relaxing stopover on your way Down East, we welcome you to the Tree Haus.

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.

Eliot Hideaway Lodge - Southern Maine Relaxation

A Clean and Quiet retreat for people and doggies. A country setting on an inlet of the York River, with great access to outlet shopping, hiking, beaches, and Portsmouth, NH. Surfaces cleaned and rooms disinfected with UV room sanitizer between all visits.