Holiday houses in Pine Hills

Updated Antique in Historic Downtown Plymouth

Updated antique colonial within walking distance to everything historic Downtown Plymouth has to offer- waterfront, boating, shops, restaurants, historic sites, and more. Fenced in backyard with patio overlooking gorgeous, well-maintained garden. Patio has large farm table with umbrella and Weber grill, great for entertaining! This charming in-town location offers you the best of both worlds - walking distance to everything while also being cozy and comfortable to enjoy a day at home to relax.

Ocean View Cottage

Charming cottage with an ocean view in a private setting seaside community with updated kitchen that does NOT include a stove there is a cooktop, microwave and toaster oven, 3/4 bathroom w a shower. Firestick/RokuTV. It is ONE room, open concept with a comfortable memory foam easy fold out king couch. The cottage is separate from the house with its own entrance w parking for 2 cars. 1 mile from the beach and 5 miles from downtown. **PLEASE NOTE ONLY 2 PERSON OCCUPANCY / 450 LB LIMIT COUCH

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

Guest suite on cranberry bog, 1 mile from beach

Why fight the traffic to Cape Cod when you can enjoy New England's beaches, trails and seafood from beautiful Duxbury - just an hour from Boston! Our home is on a gorgeous cranberry bog surrounded by biking and walking trails and just a mile from the beach. Skylights and french doors to a private patio fill the suite with sunlight. Guests enjoy the fire pit, grill and yard in summer or hit the trails on snow shoes and sleds in winter. The bog freezes over too and is great for ice skating!

Waterfront retreat: 2BR, Lakeside home on Cape Cod

Enjoy the lakeside atmosphere. Wake up to the tranquility of Swan Pond and watch the swans on the pond and the surrounding wildlife while sipping your morning coffee on the lakeside deck. Grill up a tasty dinner and dine outdoors. Enjoy a newly renovated, fully stocked kitchen and a dining room leading to an oversized deck overlooking the lake, perfect for outdoor entertaining. Fire up the fire pit for evening chit chat. Enjoy your nights in serenity to birds chirping and fish jumping.

Journey’s End Beachfront Cottage with Parking

Escape to the beach and enjoy the Journey's End! This gem of a revived fisherman's cottage is nestled on the beach & provides 180-degree views of unspoiled White Horse Beach on the Atlantic Ocean with uninterrupted views of sea, sky, sunrises, & sunsets. It is THE spot to relax, walk the beach, watch the ships, stargaze, or enjoy a meal oceanside. With its private beachfront deck & beach stairs & one off-street parking space (a rarity), the Journey’s End lives up to its name for vacationers!

Sweet + Sunny 2BR Cottage 5-min Walk to the Beach

Welcome to our charming cottage, nestled just a 5 minute walk away from Priscilla Beach and White Horse Beach. Perfect for a family vacation, romantic getaway or peaceful retreat, this cozy cottage features air conditioning, a well-equipped kitchen, a plush king and queen-sized bed, a dining nook for puzzles and games and a fully fenced yard. After a day of sunbathing, swimming, and picturesque sunsets, rinse off in the outdoor shower and grill fresh seafood on the private outdoor patio.

Manomet Boathouse Station #31

The Boathouse was a part of the Manomet Coast Guard Station on Manomet Point. When the station was decommissioned and eventually dismantled, the Boathouse was moved and attached to our home as a separate space. Guests will have full and private access to this beautiful and spacious 1,800 square foot home with 11 foot vaulted ceilings and antique southern exposure windows. The open first floor has a living room, kitchen, pool table and bathroom. A spiral staircase leads to the bedroom.

Stylish Artist Cottage Near Beach &Plimoth Patuxet

Walk to dog-friendly Plymouth Long Beach or Plimoth Patuxet from this renovated 1800s coastal cottage and former artist’s studio that blends New England Charm and modern comfort. Thoughtfully designed with curated antiques, cozy interiors, a private seashell patio, Solo Stove, grill, outdoor shower, and games, The Dory is an intimate retreat for couples, beach weekends, wedding stays, and slow New England getaways just minutes from downtown Plymouth, the harbor, shops, and restaurants.

Amazing Water views! Ocean front, HotTub & More!

Wake up to breathtaking ocean views at this stunning Bay Shore Drive retreat in Plymouth! This coastal home combines modern comfort with seaside charm featuring ensuite baths, a gourmet kitchen, fun indoor entertainment, and oceanfront amenities like a hot tub and fire pit. Just minutes from beaches, dining, and historic attractions, it’s the perfect getaway for families or friends. Long Beach - 5 min Plymouth Rock & Mayflower II-10min. Downtown Plymouth Waterfront-10min.

Mink Cove Treehouse

A unique adult adventure awaits in this cozy hand crafted tree house! Nestled 12 feet off the ground amongst the chirping birds, red oaks & breathtaking views of Mink Cove in Buzzards Bay. The tree house is accessible by a suspension bridge that leads you to a partially covered porch where you can enjoy a cup of coffee or sit back & take in the sunset with a glass of wine. Step inside to the living space & snuggle up on the couch for an intimate evening.

Coastal 2BR Sleeps 6 & 3 min drive to Downtown

Newly listed waterfront suite — 376 reviews and a 4.88 average across our Plymouth portfolio Discover your serene coastal retreat! This brand new 2-bedroom suite boasts stunning water views and is just a 3-minute walk from downtown Plymouth. With 2 queen beds and a sleeper sofa, it comfortably accommodates up to 6 guests. Perfect for families or couples seeking a stylish getaway with modern amenities, a full kitchen, and a dedicated workspace.