Holiday rentals in Jamaica Island

Cottage in Kittery

Cozy Maine Cottage by the Sea

Cozy one bedroom beach cottage for rent in picturesque Kittery Point, ME. The cottage is located in a quiet coastal community over looking Chauncey Creek, but is just minutes to all the seacoast has to offer. Short drive to many area beaches (Hampton, NH; York, Ogunquit, Wells, ME). Better yet, walk to Kittery's own quiet Seapoint Beach, paddle at the bottom of the hill in the two kayaks provided or just relax on the peaceful deck with a book, a beverage and the gas fire pit for ambience...

27 Oct – 3 Nov

Loft in Barrington

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

24–31 Oct

Home in Kittery

Quiet Home with heated inground pool, waterfront

Private guest home in a quiet Kittery Point neighborhood on saltwater Barter's Creek with a heated inground pool with diving board and slide for guests . Close to local Kittery Point and York beaches, historic forts, landmarks, and Portsmouth, NH. A large deck with great views of the saltwater inlet. Two+ acres of land with a large landscaped yard with lawn games , private woods, and a long driveway. You have your own private waterfront on a salt water inlet with a canoe for your use. .

5–12 Jun

Flat in Kittery

Fresh + Modern Garden Level Kittery Studio

This stylish garden level modern apartment is well located in Kittery and provides local recommendations from the hosts that live in the upper unit. The kitchen is fully stocked with all your cooking and coffee needs, and includes an under-counter fridge, under-counter freezer, and microwave. The house is less than a mile to downtown Kittery and the shipyard gates, and less than two miles to Portsmouth. (All very walkable with sidewalks) Kittery STR License Number: ABNB-23-70

20–27 May

Flat in Kittery

Goose Point Getaway (a boutique AirBnB experience)

Our Goose Point Getaway is a newly constructed, one bedroom apartment located in the lower level of our home. Completely private with its own entrance and no shared space with the owners. You can see a peek of Spruce Creek (a tidal inlet) from the bedroom window and deck. The space has been designed to offer a relaxed, comfortable get away experience. Our home is located in a quiet neighborhood on Goose Point which loops around Spruce Creek.

9–16 Oct

Guest suite in Eliot

The Rafters

The Rafters is a finished studio space above our late 1800s barn. It has beautiful light and feels like a getaway as soon as you open the door. With the proximity to Portsmouth, NH and local attractions in Maine, you can escape to the Rafters, but with the ease of being so close to everything. Our neighborhood is beautiful and you can walk down to many spots that overlook the Piscataqua River. Or Uber home from a fun night in Portsmouth!

28 Nov – 5 Dec

Flat in Rye

Rye Studio with 4 min walk to Wallis Sands Beach .

We offer a one bath cozy studio-efficiency apartment equipped with a kitchenette. It is only a 4-5 minute walk or a quicker bike ride to beautiful Wallis Sands State Beach. After you enjoy a day at the beach, come back and relax with a cold drink on your circular patio and gaze out over a sea of ferns in the state forest at the rear of our property. You can cook out on your grill or take a short drive to downtown Portsmouth.

3–10 Sep

Cottage in Rye

Seacoast Solo

Location? You got it. Quiet, rural spot, 5-15 min to beaches, towns, restaurants, arts, historical sites, and outdoor explore options. Easily enroute to MA, ME, and VT for more. Here is a small cozy room for one traveler. Guest room with separate entrance, bath, forest facing semi private deck, and parking. This weathered home has been in the family since built in 1908. Style, original eclectic shabby chic :)

16–23 Apr

Guest suite in Kittery

Seacoast Oasis (NH & ME)

The perfect gateway to the NH and ME Seacoast! We are located a few minutes from the highway, ten minutes from the beach and 60 minutes from Logan Airport. Break up your drive to Baxter State Park, or Acadia. Visit nearby Portsmouth, NH (10 min.), Mt. Aggie (10 min) or the Kittery Outlets (5 min.) We are minutes from everything, and yet in a tranquil, wooded setting!