Tiny house holiday rentals in Rockingham County

Sweet cottage in quiet convenient coastal setting.

Our winters are beautiful. Quiet and relaxing with many winter sports including snoeshoeing on Marginal way and many natural ice scating ponds. ride to Cape Neddick Beach, and minutes away from three other lovely beaches Relax in our private, romantic Cape Neddick cottage, overlooking a 2 acre meadow and woodland, close by foot, bike, to the amenities of York, Ogunquit, Kennebunk, Kittery, and Portsmouth. Our cottage is off the beaten path on a quiet private way, near the Cape Neddick River.

Postcard Cabins Blake Brook - Boston

An easy drive from the city, Postcard Cabins, formerly Getaway, is the ultimate way to experience the great outdoors. Nestled across acres of private woodlands, our tiny cabins have everything you need (AC/Heat, en-suite bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you disconnect from the everyday. As part of your stay, you'll receive a complimentary allocation of provisions, like s’mores, coffee and more.*

Tiny house living close to Ogunquit center!

The cottage was completely remodeled in spring of 2018. It is one of 21 cottages built in 1920. The back of the cottage is a rolling meadow and woods. It feels secluded, yet you are only a mile from all the wonderful happenings in Downtown Ogunquit, Perkins Cove & Ogunquit beach. Come enjoy the beach, shopping and amazing restaurants. Check out the Nubble Lighthouse, shop the outlets in Kittery or walk around Portsmouth NH. This tiny cabin is convenient to so much. Come rejuvenate!

Beach Studio

This quaint 200 sq ft tiny house is just 500ft from the beach. This perfect getaway is equipped with linens, kitchenware, towels, beach chairs/towels, grill, cook top, fridge, Keurig and a toaster oven. Enjoy sitting on the bench that converts into a picnic table. Located close to restaurants and bars, or take a scenic ride on the trolley to Ogunquit, ME. It's perfect for a couples getaway or time away with a friend. No Pets, No Ac and Non smoking. 1 parking spot.

Rooftop Deck With Ocean Views | "The Surf"

Welcome to "The Surf", Rye's ultimate private vacation home. You'll love the views from your living room 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.

Super cute Houseboat with bedroom and loft.

This quaint houseboat is located at a small privately owned Marina on Sagamore Creek just 2 miles from downtown Portsmouth. From the Marina you can rent kayaks and paddleboards or bring a small skiff that you can tie up next to the houseboat. Explore the creek and back channels of the seacoast area where you'll find bald eagles, hawks and other wildlife. Great bird watching right from the back deck.

Pleasant Lake Paradise - limited time left!

Time is running out—our lake house is only available until June 2025! Don’t miss your chance to stay before we close for a rebuild. With lake views, two bedrooms, 1.5 baths, and a back deck with a hot tub, our Pleasant Lake retreat has it all. Boat, swim, kayak, hike, ice fish, or just relax—perfect in any season. And bring your pup—dogs are welcome! Book now before it’s gone!

Cozy Cabin with hot tub, walk to beach, rock cove

Guest cabin in a private setting down a private road with short walk to Cape Neddick Beach and a secluded pebble beach. Guests have exclusive use of the firepit, outdoor sitting area and hot tub. The cozy and rustic post and beam cabin has two levels with a ladder to the loft level. Private and romantic for a couple, fun for a couple and one or two kids or just two adults.

Private Guest House

Very convenient location. Close to 93 N/S. Minutes from Canobie Lake Park, Castleton Banquet Conference Center, and Searles Castle, Comman Man and Lobster Tail Restaurants, 5 minute walk to Windham Town Beach, 20 Minutes to Manchester Airport, and 40 minutes to Boston Logan Airport.