Holiday houses in Pine Hills

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Top-rated holiday rentals in Pine Hills

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A serene sunset can be seen over calm waters, with the sun rising behind a lighthouse. The sky transitions from orange to soft pink and light blue, while the lighthouse stands silhouetted against the horizon, creating a peaceful coastal scene.
Cottage in Plymouth
4.93 out of 5 average rating, 314 reviews

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

Top Guest favourite
The entryway features a wooden staircase with white railings leading to the second floor. A cozy seating nook sits beside a window, adorned with decorative pillows. Light-colored walls complement the hardwood flooring, while a console table with a decorative bowl adds a welcoming touch.
Home in Plymouth
5.0 out of 5 average rating, 159 reviews

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.

Guest favourite
Home in Plymouth
4.92 out of 5 average rating, 189 reviews

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.

Top Guest favourite
Cottage in Plymouth
4.91 out of 5 average rating, 110 reviews

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!

Top Guest favourite
A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.
Home in Sandwich
5.0 out of 5 average rating, 236 reviews

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Guest favourite
A view from a window showcases vibrant pink and white flowers in window boxes, framing a serene lake scene. Beyond the flowers, the calm water reflects the gentle colors of the sky, while white Adirondack chairs are positioned on a deck that extends over the pond.
Guesthouse in Plymouth
4.94 out of 5 average rating, 145 reviews

Charming Pond-Front Boathouse

Charming antique boat house located directly on Long Pond. Quiet, peaceful accommodations with 180 views. Watch the American Bald Eagles and Osprey search for fish at dusk from your private deck that reaches out over the pond. Long Pond is full recreation, two kayaks and a canoe are available. Hiking, bicycling, golfing, fishing, swimming, boating, snorkeling, sunbathing, and napping are just a few of the activities that can be enjoyed in the quaint, semi-private, pond-front accommodation.

Top Guest favourite
A bright dining nook features a round wooden table placed on tiled flooring. Natural light streams through large glass windows, illuminating a cozy seating area with plush cushions. Lush greenery and colorful flowers are visible outdoors, enhancing the serene atmosphere.
Cottage in Plymouth
5.0 out of 5 average rating, 49 reviews

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.

Top Guest favourite
An open living area is highlighted by vaulted ceilings and large windows that allow natural light to illuminate the space. A comfortable seating arrangement faces a coffee table, while a dining area with bar stools is situated near the kitchen. A spiral staircase leads to the upper level.
Guest suite in Plymouth
4.95 out of 5 average rating, 118 reviews

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.

Guest favourite
Guesthouse in Plymouth
4.95 out of 5 average rating, 20 reviews

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.

Top Guest favourite
A sunlit living area features large windows that provide views of the surrounding trees and nearby pond. A cozy circular chair invites relaxation, while a small dining table with black chairs offers a spot for meals. Green plants add a natural touch to the decor.
Home in South Dennis
4.98 out of 5 average rating, 56 reviews

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available

Top Guest favourite
A spacious, light blue house stands against a backdrop of a clear sky and ocean. Lush greenery surrounds the property, and a well-maintained driveway leads to the entrance. Large windows provide unobstructed views of the water, inviting natural light into the home.
Home in Plymouth
4.98 out of 5 average rating, 48 reviews

Oceanfront Year-Round Romantic Getaway w/Hot Tub

This stylish place to stay is perfect for group trips. Located inside Ocean Air Estates directly on a cliff over looking the ocean. This private community has its own beach access where you can swim and see ocean wild life. Every room has its own access to outside decks and patios. All bed rooms have decks and ocean views, room darkening shades and quality mattresses and bedding. The home lacks nothing for personal comfort. The large luxury kitchen has multiple sinks and ovens.

Guest favourite
Home in Plymouth
4.97 out of 5 average rating, 30 reviews

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.

Popular amenities for Pine Hills holiday rentals

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