Vacation rentals with a pool in Kittery

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kittery

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in West End

4.99 out of 5 average rating, 304 reviews

Sunny West End Guest Suite w/Harbor Views and Pool

Enjoy views of the working harbor from this bright, two floor guest suite in the historic West End. This garden oasis with stone walls and salt water pool (open seasonally) is walking distance to downtown. (Portland City Permit: 20185360-ST) Your safety is important to us! We are following strict guidelines for sanitizing all linens, towels, furniture, objects and surfaces. Airbnb has an incredibly thorough and helpful protocol! All doorknobs, light switches and hand-touched surfaces will also be alcohol sanitized for your arrival! Here is a link to the protocol we are following: https://www.airbnb.com/resources/hosting-homes/a/airbnbs-5-step-cleaning-process-explained-187. Please let us know if you have any questions! This guest suite is a private, two-floor space attached to our house. It has its own front and back entrances and is separated by locked doors upstairs and downstairs from the main part of the house. The suite is light and sunny and a wonderful place to rest. The downstairs sitting room has a table for two and built in seating for relaxing and enjoying the water views or watching tv. The bedroom and bathroom are upstairs with lovely views. You will given your unique code for the guest suite door which enables you to come and go on your own timing. Parking is always available in front of the house or within a block. Please note that parking is prohibited on our side of the street on Monday nights through Tuesday mornings the 2nd and 4th Monday of the month. You can park on the opposite side of the street. The guest suite is attached to our house, but with its own front and back entrances. The day before you arrive we will send you instructions about your arrival. There is a key code so you can enter on your own. We may see each other on the back deck or in the yard at the pool. We have two dogs and you might see them in the yard and also coming up the stairs to our back deck door. We are right next door if you need anything or have any questions, and are also very conscious of your privacy. Please feel free to reach out if you need anything. We love Portland! Just let us know if you would like advice on local hikes, beaches, entertainment or great food. Portland has incredible restaurants! Most within walking distance from the house. The house is in the historic West End neighborhood overlooking the working harbor of the Fore River. Within walking distance are Portland's Old Port and Arts Districts, as well as the Saturday Farmers' Market in Deering Oaks Park. Parking is very easy on the street in front of the house. You can drive to local spots like the beautiful lighthouse at Fort Williams in Cape Elizabeth or the beaches in Scarborough, but you can walk to downtown Portland in 15-20 minutes. It's great to visit Portland on foot. You can walk Danforth Street all the way down to the Old Port shopping area. Here are directions for a nice walk to the Old Port: Turn right on Danforth when leaving the house. Take your first left on Emery Street. At the four way stop, turn right on Spring Street. Take Spring Street for just over a mile. After passing Temple Street, take your first right onto Exchange Street. This is the heart of the Old Port. Have fun!! Please Note: All Guests agree to indemnify and hold the Property Owners harmless from any liability for personal injury or property damage sustained by Guest or parties invited onto the property by Guest.

Guest favorite

Condo in Woodstock

4.92 out of 5 average rating, 287 reviews

Luxury Studio Jacuzzi Pool White Mtns. Riverfront

Designer Remodeled Riverfront Pool, Jacuzzi, Tennis, Racquetball, Gym, Sauna, Nature trails & lots more In the heart of White Mountains. Perfect for Romantic Retreat or to rest after hiking. Enjoy the jacuzzi tub, spa shower and zen design unit! Close to-Scenic Kancamagus, hikes, skiing at Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery. Short walk to the lake and beach as well as the clubhouse. Beach, lake and river and nature trails on site.

Guest favorite

Rental unit in Waltham

4.97 out of 5 average rating, 264 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You will love this large 400 sq. ft private 1 bedroom studio. This unit has a private entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Guest favorite

Condo in Lincoln

4.97 out of 5 average rating, 513 reviews

Stylish Loon Mountain Studio apt w/Pool & Hot Tub

This beautifully renovated resort condo is a perfect getaway for up to 4 guests. Located at the base of Loon Mountain’s South Peak, amidst the White Mountains of New Hampshire, guests can immerse themselves in nature’s beauty during romantic hikes and a variety of other awe-inspiring outdoor activities. Enjoy delicious food at nearby restaurants, and take advantage of the resort’s two swimming pools and Jacuzzi for rest and relaxation. Relax by the Pemigewasset River in the back of our complex!

Guest favorite

Condo in Lincoln

4.92 out of 5 average rating, 159 reviews

A Perfect White Mountain Condo

Renovated 1st-floor studio: new carpet/tile throughout, fresh paint, new furniture, updated lighting, bathroom fixtures, & 40" smart TV. Family-friendly stay is nestled in the White Mountains, less than 5 minutes from Loon Ski Resort / Kancamagus Highway. Amenities: free Loon Mtn. Shuttle, indoor & outdoor pool, sauna, hot tub, game rooms, laundry facilities, and a common Great Room with a fireplace. * Strict NO SMOKING /NO PETS building policy. Building fine of -$450 for either occurrence.

Guest favorite

Loft in Portland

4.92 out of 5 average rating, 252 reviews

Large Loft—Walk to Breweries— Coffee Bar—King Bed

Located on outer Forest Avenue in Portland, Maine, Forest Loft is an impressive, custom built, 1 bedroom / 2 bathroom apartment with vaulted ceilings and plenty of space. Due to its close proximity to the breweries on Industrial Way, Forest Loft commonly welcomes craft beer fans from all over the world. Enjoy the proximity to popular amenities while only a short ride from downtown Portland. MAINE'S TOP HOST OF 2022 https://news.airbnb.com/celebrating-our-top-new-hosts-in-each-us-state-for-2022

Guest favorite

Guesthouse in Belmont

4.98 out of 5 average rating, 223 reviews

Charming Pool/Garden Guest House

A little Paradise! Charming pool and guesthouse in country setting, birds and flowers galore. Much to do in the area, or just quiet, settling into some refresh-your-soul time. The guesthouse has all you need to feel at home. Within 15 minutes you'll find Gunstock Recreational Area, Highlands Mtn. Bike Park, Hermit Woods Winery, Funspot bowling and arcades, hiking, fishing, Shaker Village, Lakes Region Casino, NH Speedway, Bank of America Pavillion (concerts) and Tanger Outlet Shopping.

Guest favorite

Cottage in York

4.98 out of 5 average rating, 136 reviews

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!

Guest favorite

Condo in Lincoln

4.97 out of 5 average rating, 146 reviews

Stunning Mountain Views! Cozy Studio Resort Condo

Be inspired as you relax to the sound of the Pemigewasset River Flowing by. Enjoy your favorite beverage on our balcony as you gaze at the gorgeous Loon Mountain. Cozy Studio Apartment is nested at the base of Loon Mountain South Peak Ski trails! Central to all that Lincoln has to offer! Walking distance to fantastic restaurants and pubs. Minutes to Loon Ski Resort, The Flume Gorge, Lost River, Clarkes Trading Post, Franconia Notch, Ice Castles and More!

Guest favorite

Condo in Lincoln

4.93 out of 5 average rating, 215 reviews

Condo w/hot tub, pool, sauna, arcade & river

This newly renovated studio has all you could desire for your mountain getaway. Enjoy the numerous amenities that the Lodge has to offer while also within walking distance of restaurants and shops. Guests have access to the indoor pool and outdoor pool, hot tub, sauna, arcade, billiard room, and ping pong table. A shuttle provides rides to Loon Mountain Fri-Mon from 12/2-4/7. Quiet hours are observed from 11PM-7AM. No parties or events. No pets. No Smoking.

Guest favorite

Condo in Lincoln

4.84 out of 5 average rating, 238 reviews

Cozy mountain getaway

Cozy mountain getaway, studio condo in the Lodge at Lincoln Station. Beautifully decorated with mountain theme and brand new renovated bathroom and kitchen. Queen bed and sofa that extends to a queen bed. Enjoy your private patio, indoor heated pool and outdoor heated pool, game room, hot tub, and deck with river views. Enjoy all that Lincoln has to offer for hiking, skiing, and site seeing. No pets are allowed on the property or premises. Thank you.

Guest favorite

Condo in Bartlett

4.94 out of 5 average rating, 223 reviews

An Amazing Mountain Getaway!

Come and relax at our Nordic Village vacation condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck! Nordic Village amenities include pools, hot tubs, a sauna and more when you're not skiing at Attitash, Cranmore, Wildcat or Black Mountain! With Story Land 1 mile away, idyllic North Conway and all that's best of White Mountain National Forest within minutes, this getaway has it all!