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.

Kitchen · Family · Accuracy

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.

Indoor spaces · Kitchen · Quiet

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.

Indoor spaces · Kitchen · Hospitality

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.

Family · Indoor spaces · Walkability

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.

Kitchen · Indoor spaces · Wi-Fi

*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.

Indoor spaces · Family · Accuracy

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!

Kitchen · Indoor spaces · Pets

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!

Kitchen · Family · Wi-Fi

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!

Indoor spaces · Kitchen · Parks

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 .

Family · Kitchen · Quiet

Ocean & Marsh Views | Rooftop Deck | Private Yard

Welcome to "The Surf", Rye's ultimate private vacation home. You'll love the views from your bedroom and rooftop deck being directly across the street from the ocean. Lots of back-yard fun to be had or simply enjoy relaxing on the first-level deck while looking out at the marsh. Centrally located to Jenness Beach, Wallis Sands State Beach and Rye Harbor, this single-level property makes for the perfect coastal getaway.

Indoor spaces · Kitchen · Laundry

The Silver Fox Den

The Silver Fox Den is a cozy one-bedroom retreat at historic Silver Fox Farm, just minutes from Portsmouth and New Hampshire's beautiful Seacoast. Inspired by curiosity and the joy of slowing down, it's the perfect home base for beach days, local shops, and scenic trails. Return to peaceful evenings, thoughtful comforts, and quiet mornings with coffee, we hope you'll feel right at home.

Family · Indoor spaces · Access