Holiday rentals in Pembroke

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Top-rated holiday rentals in Pembroke

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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, 148 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
Cottage in Marshfield
4.96 out of 5 average rating, 105 reviews

Ocean View Humarock Beach Cottage

Quintessential Humarock Beach cottage just steps from the ocean. Wake up to sea breezes, enjoy sunset walks along the shoreline, and experience one of the South Shore’s most relaxing coastal escapes. Perfect for both relaxation and adventure, the cottage doubles as a sports haven with a beach volleyball court and includes use of kayaks and paddleboards for exploring the coastline and the river. Spend your days on the sand, in the water, or unwinding on the deck as the ocean breeze rolls in.

Guest favourite
A bright bedroom features a spacious bed layered with a blue quilt and neutral-toned pillows. A soft area rug lies beneath, complementing the decor. Natural light floods the room through glass doors that open to a balcony, enhancing the serene atmosphere.
Loft in Abington
4.97 out of 5 average rating, 155 reviews

Modern, Naturally lit Loft

Enjoy a quiet getaway, with private entrance, in a private loft apartment situated in South Shore, MA. The loft is a large, open floorplan flooded with natural light. Enjoy nature walks at the Abington/Hanover rail trail for a great morning walk or a nice evening on the private balcony. There is a small kitchen in the loft at your disposal. We have a parking space in front of the house, fast WIFI, and a designated desk for work if you need it. This loft Is amazingly comfortable and peaceful.

Top guest favourite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Apartment in North Salem
4.95 out of 5 average rating, 101 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Guest favourite
A small, red-roofed structure is visible in the foreground, surrounded by a neatly maintained grassy area. A white fence encloses the space, with trees and lush greenery present in the background. Two horses can be seen grazing peacefully, adding to the serene rural setting.
Tiny home in Pembroke
4.86 out of 5 average rating, 130 reviews

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.

Top guest favourite
A spacious grassy yard is bordered by tall trees, providing shade and a serene view of the lake. Sunlight glistens on the water's surface, and a small seating area is visible in the foreground, inviting relaxation in this picturesque outdoor setting.
Home in Pembroke
4.88 out of 5 average rating, 165 reviews

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.

Top guest favourite
The exterior of a welcoming home is shown, featuring a porch with elegant front doors. Soft lighting illuminates the entryway, while lush greenery and colorful flowers enhance the landscape, providing a warm and inviting entrance.
Flat in Pembroke
4.99 out of 5 average rating, 141 reviews

Beautiful Lakeside Apt between Boston and Cape Cod

Beautiful apartment, with extraordinary lake views, located on a quiet street and midway between Boston and Cape Cod. Access to the lake is just feet from your back door. Enjoy grilling, swimming and the use of kayaks, canoe and standup paddle boards. 1 bed, 1 bath, can sleep 5 with a pull out queen and twin couches. Full kitchen, laundry, internet, cable. Your own access with keypad and off street parking is an added bonus. NO SMOKING OF ANY KIND IN OR OUTSIDE-NO EXCEPTIONS.

Top guest favourite
The living room features a comfortable couch, wooden coffee table, and two chairs, arranged on a warm wood floor. A TV is positioned near a window, allowing natural light to brighten the space. Decorative shelves display various items, contributing to the room's welcoming ambiance.
Home in Marshfield
5 out of 5 average rating, 111 reviews

"Sunview House"- Scenic views, walk to beach

Sunview House is a three-story colonial style house located on Keene Road. Feel the warmth of sunlight & enjoy the scenic views of the tidal marsh & river through almost every window with a peek-a-boo view of the ocean from the master bedroom. Short walk to South River, Humarock Beach, restaurants, coffee shop, package store & salon. Several historic sites located nearby. Situated between Boston & Cape Cod. Easy access to Rt.3 & 3A. Nearby train station w/access to Boston.

Guest favourite
A spacious sleeping area features a king size bed with crisp bedding. Two armchairs are positioned beside a round table, illuminated by a lamp. Natural light enters through two windows with shades, complementing the neutral wall color.
Flat in Plymouth
4.96 out of 5 average rating, 136 reviews

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 an antique historical building just steps from Plymouth Rock, the Mayflower, downtown shops and restaurants. Please Note: This unit has a claw foot tub that is for showering only. The tub is approx. 25" high, and guests need to be able to step up into and out of the tub. Thank you.

Guest favourite
A charming cottage is displayed, featuring soft yellow siding and blue shutters. A welcoming front door is framed by greenery, while neatly arranged stones lead to the entrance. The surrounding yard is lush, showcasing various plants and flowers, set against a peaceful backdrop of trees.
Cottage in Kingston
4.87 out of 5 average rating, 263 reviews

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!

Top guest favourite
A panoramic view captures the coastline under a partly cloudy sky, with the ocean stretching towards the horizon. Residential homes are visible in the foreground, surrounded by lush greenery, while the distant cityscape adds depth to the landscape.
Flat in Marshfield
4.99 out of 5 average rating, 184 reviews

"On-top-of-the-world" breathtaking views!

Valentine's Day! How about booking a couple of away days for a Valentine surprise gift! I will throw in some helium balloons and a little extra for a cake. But book NOW! Or someone else will beat you to it. Spring and summer just around the corner. Most of June is already booked on my calendar. A good part of July and part of August. Just check my calendar!!! Booking now is the smart thing to do. Blessings! :)

Top guest favourite
The exterior entrance features light blue door framed by two windows. Adorning the door is a simple wreath. Two blue Adirondack chairs are positioned around a small round table, complemented by potted plants and nautical decor hanging nearby.
Guest suite in Scituate
4.93 out of 5 average rating, 249 reviews

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.

Popular amenities for Pembroke holiday rentals