Holiday rentals in Pine Hills

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Top-rated holiday rentals in Pine Hills

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Top guest favourite
A cozy living area features a dark gray reclining couch adjacent to a small wooden dining table adorned with a colorful patchwork tablecloth. A flat-screen TV is mounted on the wall near a decorative cabinet. Soft lighting highlights the room's warm tones.
Guest suite in Plymouth
5 out of 5 average rating, 68 reviews

1620 Studio Walk to BID & ocean, private entrance

Relax in this newly renovated private basement studio close to downtown Plymouth, the Mayflower, beach & Plymouth Rock! Medical staff - less than 1 mile to Beth Israel Deaconess Plymouth Hospital! Gorgeous stone wall entrance welcomes you to a warm and quiet space. Unwind in a spa-like tile shower, queen bed, bar sink, granite counter, fridge/frzr, m-wave, 2 recliner couch, 42" TV +Roku, Netflix & wifi. You control A/C + heat. Beautiful neighborhood w/ private entrance to this AMAZING studio.

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, 139 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.

Superhost
A calm waterway reflects soft pastel colors during sunrise, with silhouettes of boats anchored in the distance. Gentle grasses line the foreground, and the tranquil landscape is framed by hills on the horizon, offering a serene morning view.
Guest suite in Bourne
4.79 out of 5 average rating, 193 reviews

Rustic Beach Cottage

The salty air will instantly wash all your cares away. This rustic charming Cape get away is steps away from a quaint quiet picturesque beach. Simply relax in the comfortable surrounds in this fully furnished 1 bedroom Cottage apartment with all of your basic needs including WiFi, Smart TV, A/C, and a deck complete with gas grill and outdoor furniture offering you plenty of living space inside and out. Close to the bike paths, Cape Cod Canal, great restaurants, hiking, ferry and much much more!

Superhost
A view overlooking a well-maintained pool surrounded by green grass, with beach access visible in the distance. The landscape features a mix of trees and charming houses, set against a clear blue sky and tranquil water.
Home in Plymouth
4.9 out of 5 average rating, 300 reviews

Ocean Side, Amazing View, close to town/beach, Spa

PRICING IS FOR 2 GUESTS, 1 BEDROOM, 1 BATH ONLY, can add additional bed/bath for a fee, YOU WILL HAVE THE HOUSE TO YOURSELF. We only use this listing to fill gaps when the larger listing isn't rented & will decline ALL WEEKENDS, HOLIDAYS, PEAK times and will only accept mid-week, non summer/holidays. Please read additional info. OCEAN FRONT, HISTORIC SUMMER COTTAGE, AMAZING VIEWS, GREAT LOCATION, less than 1 mile walk to town and beach. Hot tub, fireplace, stocked kitchen, fresh linens.

Top guest favourite
A charming tiny house is nestled among tall trees, featuring a wooden porch with steps leading up to the entrance. Vibrant stained glass windows and warm wood tones enhance the inviting appearance, while natural light filters through the surrounding foliage.
Tiny home in Wellfleet
4.98 out of 5 average rating, 340 reviews

Magical Writers Cabin + hot tub in Wellfleet Woods

Escape to our unique Writer’s Cabin in the peaceful woods of Wellfleet—a magical retreat that feels like you're staying in a treehouse! You'll be surrounded by nature yet just minutes' drive from stunning beaches, crystal-clear ponds, scenic trails, and a short stroll to charming Wellfleet harbor and quaint town center. Relax and unwind at our brand-new Magnolia Spa (opening in June), featuring a hot tub and sauna. On-site massage therapy begins in July—ask us about exclusive guest rates!

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 out of 5 average rating, 38 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
4.94 out of 5 average rating, 101 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
A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.
Cottage in Bourne
4.98 out of 5 average rating, 312 reviews

Upper Cape Cozy Cottage

Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

Top guest favourite
A spacious bedroom features a large king bed with a custom wood frame and soft bedding. Natural light enters through two windows with sheer curtains, and a colorful abstract art piece adorns the wall. A full-length mirror stands adjacent to the bed on a textured area rug.
Flat in Falmouth
4.97 out of 5 average rating, 260 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Top guest favourite
A cozy bedroom is presented, featuring a spacious bed layered with a checkered blanket. Soft lighting complements the white bedding. Two framed botanical prints adorn the wall above the bed, while a small round table stands beside it, enhancing the room's inviting atmosphere.
Guest house in Plymouth
5 out of 5 average rating, 24 reviews

Cozy studio in Plymouth

Coastal Charm Meets Cozy Comfort – Your Perfect Getaway Awaits! Beautifully designed studio just 3 minutes from the beach just cross the street! Vintage Farmhouse style – Fully renovated space with a well-equipped kitchen, modern bathroom, and cozy bedroom. Peaceful location surrounded by nature. Perfect for relaxing, unwinding, and enjoying the coastal lifestyle. 18 Minutes to downtown, restaurants, and shops — the ultimate coastal retreat!

Guest favourite
A spacious room features a king-sized bed with a neutral quilt and decorative pillows. French doors open to a view of the outdoor area, allowing natural light to illuminate the space. A patterned area rug enhances the room's aesthetic.
Flat in Plymouth
4.91 out of 5 average rating, 158 reviews

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!

Top guest favourite
A modern kitchen is showcased, featuring navy blue cabinetry and wooden countertops. Equipped with a stainless steel refrigerator, oven, and a farmhouse sink, the space includes a toaster and coffee maker. Shelves display dishware, while bright light enhances the welcoming atmosphere.
Flat in Mattapoisett
4.98 out of 5 average rating, 131 reviews

Brand new! Whole apartment, huge tub, full kitchen

Beautiful self-contained apartment. Enjoy the blissful extra-long Kohler soaking tub, rain shower, and luxurious Matouk towels. Full kitchen and outdoor seating area. DreamCloud queen bed. Short walk to the center of the village and town wharf, providing easy access to all of Mattapoisett's charm, including Ned's Point Lighthouse and Town Beach. Outstanding local restaurants and sweet treats all close by.

Popular amenities for Pine Hills holiday rentals

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