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
Tiny home in Wellfleet
4.98 out of 5 average rating, 356 reviews

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

Top Guest favourite
The image captures a serene beach scene with soft waves lapping at a sandy shore. Expansive skies are filled with scattered clouds, allowing rays of sunlight to illuminate the ocean's surface. The distant shoreline and calm waters create a peaceful atmosphere.
Cottage in Plymouth
4.94 out of 5 average rating, 135 reviews

Shifting Sands Beachfront Cottage with Parking

Experience an oceanfront getaway at the Shifting Sands, perched on unspoiled White Horse Beach. Enjoy stunning sunrises, sunsets, and night skies from this updated family cottage with a private beachfront deck & beach stairs, picnic table, & grill. Just steps from the beach for swimming, strolls, relaxing, or sea glass hunting. Nestled in the seaside community of Manomet, nearby Plymouth offers plenty to explore off the beach. Just drive up to the cottage, park, & the Atlantic Ocean greets you!

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 out of 5 average rating, 151 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.

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, 302 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
Home in Plymouth
5 out of 5 average rating, 29 reviews

Panoramic Cape Cod Bay View-Sandy Beach 5 min walk

✅ Beach access – Public sandy beach (quiet section of White Horse Beach) ✅ Unobstructed ocean views and sunrises from bedroom, living room, and yard ✅ Watch playful seals and occasional whales from living room or ocean-facing deck ✅ Waterfront dining in Plymouth Waterfront ✅ Magical moonlit nights over the water ✅ 2 bdrms: King and Queen beds ✅ AC & Heat ✅ 75” TV entertainment center ✅ Spacious private yard ✅ Brand-new renovated kitchen ✅ Cooktop (no oven). Cosori Airfryer and grill available.

Top Guest favourite
The exterior of the cottage showcases a well-maintained yard with a manicured hedge and mulch beds. The entrance is flanked by cheerful blue shutters, and a covered seating area is visible on the right. Sunlight highlights the clean, inviting facade of the home.
Cottage in Bourne
5 out of 5 average rating, 111 reviews

Clean Cottage, Walk to Sagamore Beach, New Kitchen

Clean updated beautiful 2 bedroom 884 sq ft cottage. A short 5 min (.3 mi) walk to beautiful Sagamore Beach. Nice new contemporary kitchen is fully equipped, including a dishwasher. Fully finished basement with extras! Forced air heat & air conditioning. WiFi & Cable tvs. Clark Park two streets over: walking track, playground, basketball & tennis courts. Short drive to Sagamore Bridge & the canal with its great walking and biking path. Enjoy morning coffee & meals on the covered 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, 110 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.

Top Guest favourite
Home in Dennis
5 out of 5 average rating, 117 reviews

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Top Guest favourite
A teal-colored exterior wall features a prominently displayed sign reading 'Mayflower' in a bold, dark font. The sign is bordered by a soft pink background, providing a vibrant contrast to the surrounding paint.
Bungalow in Plymouth
5 out of 5 average rating, 38 reviews

Plymouth Ma White Horse Beach Mayflower

The Mayflower bungalow is part of The Calico Seahorse, a 5 minute walk to White Horse Beach in Plymouth, Ma. The bungalow is 550 square feet and provides an intimate themed setting, celebrating the crossing of the Mayflower, to Plymouth, Ma. The bungalow is rented Saturday-Saturday, during the high season. It sleeps 5, with a queen bed, queen sleeper sofa in the living room and a twin futon on an enclosed, a/c porch. H/C outdoor shower, own gas grill and community fire pit.

Guest favourite
Home in Plymouth
5 out of 5 average rating, 19 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.

Top Guest favourite
A handcrafted tree house is set among lush greenery, elevated on wooden stilts. Large windows provide ample natural light, showcasing a cozy porch with outdoor seating. The rustic exterior is complemented by cedar shingles and a distinctive peaked roof, blending seamlessly with the surrounding trees.
Treehouse in Wareham
4.97 out of 5 average rating, 223 reviews

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.

Top Guest favourite
Cabin in Freetown
5 out of 5 average rating, 36 reviews

Off-Grid (heated) Forest Cabin

Escape to a private off-grid cabin on 40 acres beside Freetown Forest. Easy to access from the road, heated, fully secluded, and perfect for a quiet retreat. Enjoy rustic simplicity with modern essentials, including WiFi and a 12V power source for charging devices. Hike, relax, or work remotely in peaceful nature. A perfect getaway for solo travelers, couples, writers, and anyone needing a reset.

Popular amenities for Pine Hills holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Plymouth County
  5. Plymouth
  6. Pine Hills