Holiday houses in Kingston

Tiny farm house on horse farm

Set in a quiet cul-de-sac at the end of our driveway, this tiny house is part of our family compound and working horse farm. We have many animals. Enjoy your space, knowing we are just 50 yards away should you need anything. This is a true tiny house experience. The kitchenette has everything you need. The sleep loft is accessible by a ladder and has a low ceiling. Disclaimer there is no door on the toilet, which is tucked away in the kitchen area. WiFi connection is not guaranteed.

Lakefront House Boston, Plymouth, Cape Cod

Directly on the lake, with spectacular year round views. Perfect for a couple’s getaway or a family vacation. Its our family lake home where many special memories have been made & more are waiting! Home is about 15 minutes to historic Plymouth, 35 minutes to Boston, 20 minutes to coastal beaches, 40 mins to Cape Cod, 8 mins to Fieldstone show park & just 1 mile from the MBTA Halifax commuter rail station-takes you right into Boston or just stay & enjoy the lake. Private water access.

Downtown Backyard Oasis

Enjoy easy access to everything from this perfectly located home base in downtown Plymouth. It is just a five minute walk to the 1620 Hotel, Mayflower, Plymouth Rock, beach, waterfront restaurants, Main Street boutiques & coffee shops, etc. Five minute drive to T station (in Kingston) for fun day trips to Boston without the traffic. Easy drive to Cape Cod for day trips as well! This newly renovated, yet charming, 2 bedroom first floor apartment is a perfect get away.

Adorable 1 bedroom guest house with ocean view

Take it easy at this unique and tranquil getaway with an amazing ocean view. Enjoy the oversized deck for sunning, and grilling. 1 Queen bedroom and a pull out sleeper sofa in the family room with TV and WiFi. Kitchen includes basic appliances: mini-fridge, microwave, Keurig, toaster, toaster oven, air fryer, and portable cooktop. Amenities include use of sand volleyball court, linens and towels, window A/C, water toys, and 1 parking spot.

Remodeled Studio Apartment in Downtown Plymouth

Come experience the charm and rich history of “America’s Hometown!” Get transported back in time in an 1887 colonial home located in the heart of downtown Plymouth. Enter through the French doors into a recently remodeled studio apartment with a full kitchen, full bath and king-sized bed. All the modern comforts you could ask for in a quaint and cozy rental. Walking distance to restaurants, shopping, Plymouth Rock, the Mayflower and more!

Historic 1 Bed/In Town/Best Location/Hot tub/deck

Please do not book weekends, holidays, or summer dates in advance. This 1-bedroom is only offered to fill midweek gaps when the full home isn’t booked. Beautifully restored historic home in the heart of town—steps from the Pilgrims' first settlement, ocean, restaurants, shops, and more. Located on Town Brook near the Gristmill, with a deck, firepit, hot tub, grill, cozy bed, and working wood stove. Clean, comfortable, and full of charm.

Classic New England Beach Cottage

NO CLEANING FEE! LESS THAN 5 MIN WALK TO THE BEACH Enjoy a fun and relaxing stay in Kingston, within a 10 min drive to the Plymouth waterfront, featuring Plymouth Rock, the Mayflower replica and many great restaurants and shops. Less than an hour to Boston and 30 mins to Cape Cod. Our cottage has a private back yard with a gas grill, patio for outdoor dining, an area for lounging & an outdoor shower. See our 200+ five-star reviews!

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

Private Scituate Getaway - walk to harbor

Delightful studio apartment with private entrance off historic First Parish Road. Located a mile from Scituate Harbor, beaches, restaurants, golf course, movie theater, shops, and Greenbush train into Boston. Space includes comfortable queen-sized bed, full bathroom, sofa, cable TV and wifi. Additional amenities include ceiling fan, air-conditioning, mini-fridge, Keurig, and microwave.

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Stunning ocean views, stairs down to the beach

Welcome! Wilkommen! Bienvenue! Our oceanfront cottage offers stunning panoramic views through wrap-around windows. You will be able to walk directly from the spacious deck down the stairs onto beautiful White Horse Beach. This house has been in our family for generations and we are excited to welcome you as guests into our home.

Historic Downtown Plymouth

Enjoy the elegance and history of downtown Plymouth. This studio apartment has a separate full kitchen and a combined living/sleeping space. Beautifully private yet located in a antique historical building just steps from Plymouth Rock, the Mayflower, downtown shops and restaurants.