Pet-friendly holiday rentals in Rye

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.

Relaxing quiet getaway: Free parking and laundry

Embrace the convenience of a prime location, surrounded by trendy cafes, vibrant downtown, and local hotspots just a stone's throw away. Whether you're here for business or pleasure, this upscale suite promises a clean, convenient and sophisticated stay that will leave a lasting impression. We offer a seamless blend of modern design and comfort, making it the ideal sanctuary for travelers. With a studio style design, our sleek hideaway provides a cozy space for our guests to relax and unwind.

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.

North Beach Modern Bungalow

Completely renovated cottage 300 yards to North Beach on a quiet back street. Home is equipped with everything needed for an enjoyable stay at the beach. 1,100 square feet with 3 beds and 2 baths. Open concept kitchen with brand new quartz island. Plenty of seating for entertaining and activities. Large living room with large TV. Enjoy the outdoor deck after a day at the beach, which is equipped with a Patio table, outdoor sofa, and grill. Two driveways allow for up to 3 cars.

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

Porch, Grill, Walk to Portsmouth

Our Coastal Cottage is 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 TV's in every room.

Family Friendly 2BR 1 BA Coastal Kittery Home

Welcome to our cozy family guest home in beautiful Kittery, just 2 miles from downtown Portsmouth. Nearby are beaches, great restaurants, historic sites, boutique shopping, shopping outlets and Portsmouth Naval Shipyard. This home has 2 bedrooms, 1 bathroom, a fenced in yard for up to 4 adults with their children. This house is set up nicely for families of all ages. Dogs welcomed with permission from the owner. STR License # ABNB-22-50

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."