Private suite holiday rentals in Gloucester

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Top-rated Self-Contained Units in Gloucester

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Top Guest favourite

Guest suite in Kittery Point

4.97 out of 5 average rating, 143 reviews

Seacoast Suite

Welcome to our traditional Maine Gambrel where you will have a private entrance, bedroom, bathroom and sitting area. The 250 sq ft suite has a queen bed, tv, cable, Wi-Fi, hot drinks, fridge, microwave, and private space. We are located just over an hour from Boston MA or Portland ME. Just 5 min to Kittery shopping outlets, half mile to a boat launch and 5-15 min drive to a number of Maine beaches. We are located in a quiet residential neighborhood. There's a cat that lives in private portion of home.

Top Guest favourite

Guest suite in Watertown

4.99 out of 5 average rating, 271 reviews

Newly Renovated Suite near Boston w/Priv. Bathroom

Spacious in-law suite on 3rd floor of our house conveniently located in Watertown, a few steps away from Harvard Square bus line as well as a 20 minutes drive to downtown Boston. Free parking spot for your car. The main studio has a sitting area, working desk as well as a cozy dining space, with a BONUS separate bedroom and PRIVATE bathroom with shower. NO KITCHEN. When weather permits, you can relax on the balcony and enjoy the sunset while sipping your drinks. We have ample closet space.

Top Guest favourite

Guest suite in Tyngsborough

4.98 out of 5 average rating, 244 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

Located on a lovely small lake with a panoramic view from the bedroom, private spa-like bathroom, cotton linens, a comfy bed, A/C and a living room-so not an 'entire' home but more than just a room! Quietly watch lake nature or boats going by, or choose to swim, kayak, or fish. Enjoy industrial history at Lowell's National Park mills, take a forest walk nearby, or drive 10 min. to Nashua for its many restaurants and tax-free shopping. 1 hr from Boston and near many New England highlights.

Top Guest favourite

Guest suite in Gloucester

4.98 out of 5 average rating, 424 reviews

SplashLanding Private Beach Getaway in Gloucester

Jan-March 2025 monthly rentals. Must Book Summer 2025 via Airbnb website not the APP! *Can't find an opening in SplashLanding? Our 2nd unit SquishInn has openings June-Oct 2024 airbnb.com/h/squishinn-gloucester-ma Long walks on a private beach. Get sun-kissed; toes in the sand. Romantic dinners on the deck. Cozy in Winter (Energy Star home and Radiant heat throughout). TRAVELING WITH ANOTHER COUPLE? Book Private Beach Getaway SquishInn. Our 2nd unit for adult couples 2 friends can join you!

Top Guest favourite

Guest suite in Dover

4.97 out of 5 average rating, 246 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Guest favourite

Guest suite in Rye

4.85 out of 5 average rating, 220 reviews

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

Guest favourite

Guest suite in Melrose

4.92 out of 5 average rating, 540 reviews

Private Suite-Free Parking,near Boston Airp-Train

--> 7 miles N of Boston & a near the subway, beaches, airport & Salem (93, 95 & Rte 1), you’ll find the charming city of Melrose. The Melrosian Suite is nestled behind other houses & surrounded by gardens and trees. Wake up to the sounds of chirping birds instead of Boston’s noise and congestion. 225 acres of ponds, trails & conservation lands are at top of street w/ distant views of Boston & the ocean. Before booking, check out info required when you book & house rules.

Guest favourite

Guest suite in Kittery Point

4.95 out of 5 average rating, 289 reviews

Romantic Spa By The Ocean. Hot Tub. Walk to Dining

Just 10-minutes from charming Portsmouth! Enjoy the crystal-clean hot tub on your private patio. 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, the Bistro and 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.

Guest favourite

Guest suite in Roslindale

4.91 out of 5 average rating, 162 reviews

Cozy Renovated Suite w/Free St Parking near Train

Newly renovated in-law suite located in the charming Roslindale neighborhood of Boston. A short walk from West Roxbury Center, Roslindale Village's shops and restaurants, and Bellevue commuter rail stop which gets you to Back Bay in 15 mins (or 20 Min Uber/drive). Features include a private entrance kitchenette, bathroom, large quiet back yard with patio and fire pit (avail Apr-Oct). Perfect for weekend getaways, working/commuting to Boston, or visiting friends and family!

Top Guest favourite

Guest suite in South Boston

4.96 out of 5 average rating, 399 reviews

Paul Revere Suite PVT Entry/BATH QN Bed Sparkling

*5 STAR ★★★★★ **No Chores! No To-Do List!** Yes, Private Bathroom! Cleaned and Sanitized *Historic and charming home. *South Boston trendy neighborhood *Beach two blocks *National Historic Sites *Dedicated Luxury Suites *Key-less Coded Access *Queen Pillow Top Bed *Private bath with shower *Great Bath Amenities *Workstation Free WIFI *Minutes to Airport/Downtown/Convention Center *Netflix Limited street parking. Check the photos for free overnight street parking.

Guest favourite

Guest suite in Lakeside Marblehead

4.91 out of 5 average rating, 228 reviews

"Sweet 57" - private entrance suite

Suite with private entrance in quiet family home. Includes kitchenette with a microwave, mini fridge, and coffee maker. Washer/dryer available for week+ long stays (subject to host assistance). Includes access to family room with tv. Ample closet space. Beach chairs, towels, & bikes available. Come for a day or a week. You will not run out of things to do and will find your accommodations private, quiet and safe. NO SMOKING permitted in or anywhere near home.

Guest favourite

Guest suite in Jamaica Plain

4.94 out of 5 average rating, 163 reviews

Skylit Suite in Musical home, easy access Boston

Lofty top floor retreat with skylights. This guest suite has a queen bed, bathroom with shower and skylight, and its own entrance from the back yard of my house. Two short blocks to the Southwest Corridor where you'll find bike and running trails and the T transit. Discover the charms of Jamaica Plain: its locally-owned businesses, small breweries, cute coffee shops, art studios, and lots of nice outdoor space for recreation and relaxation.