Family-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.

Seacoast Solo

A New England stopover 10+ min from the Atlantic Coast, restaurants, arts, shops, historical sites, and outdoor explores. Easily en route to MA, ME, VT +. One very small guest room for a solo traveller, separate entrance, private bath, forest facing yard, semi private deck, off road close-by parking, and trails to meander steps from your door. This weathered lived loved home has been in the family since built in 1908. No relation to a hotel room, but clean, comfy, and a convenient location.

Relax at Rye Beach & Portsmouth

Kick back and relax in this calm, stylish, quiet space w easy parking. Walk/bike to the beach. Enjoy your private space with dining area, sofa, queen bed and private bath & kitchenette. The space is over 600 sq ft (about twice the size of a hotel room) with plenty of sunshine -- and room to relax on the couch, rest in bed or dine/work at the table. Visit the shops & cafes of Portsmouth. Two bikes & beach chairs. We are close to the beach (we walk there most days) and an easy drive Maine sites.

Luxury on Rye Harbor w/ 360 Degree Views

This fun and charming Rye Harbor home offers views that only a few properties on the Seacoast provide. Watch the lobster boats and harbor cruises depart and return throughout the day while enjoying all that this three level, single family home has to offer. The two bedrooms are on the entry level, while the kitchen and living area are on the second level to provide a serene view of Rye Harbor. The outdoor deck on the top level of the home showcases a 360 degree view of Rye's natural beauty.

2 Floor Private Suite. 6 min Walk to Beach.

Welcome to The Beachcomber Suite. 1/4 mile walk to Cable/Jenness Beach (sidewalk) in Rye, NH. Your own private, separate two floor space with own entrance in large main house. 1st floor is a large living room with couch, dining table/chairs, CABLE/TV, coffee maker, Microwave, and small fridge. WiFi. Your own covered porch in the front and private large bedroom with king bed & private bath on the 2nd floor. Parking for one car. 3-Day Holiday Weekends require min 3 nights. NOTE: NO KITCHEN.

*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.

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.

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!

Washington Waves-close to beaches

Charming one-bedroom, one-bathroom sunny apartment above our garage with a private entrance. Open concept, counter seating for 5 people. New appliances and cozy table seating area. Pullout queen bed couch. Bedroom with TV and ample drawer space. 1.2 miles to beach, .3 miles to serene wooded walking trails and 4.5 miles to downtown Portsmouth shopping and restaurants. We have 2 very friendly black labs on premises who like to hang out on the property… dog friendly is a must!

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

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 .