Holiday houses in Miles Standish Park

4.76 out of 5 average rating, 155 reviews

Condo in Plymouth

Clear Pond Pet Friendly Inn

This pond front property offers a relaxing atmosphere with beautiful views of your private beach for swimming, kayaking and canoeing. You're a stone's throw from the Plymouth Rock, Plantation, and Plymouth Beach, along with all the restaurants and shops along the waterfront. Boston, Cape Cod, Nantucket, and Martha's Vineyard are only minutes from your doorstep. There is a walking trail for pets around an adjacent cranberry bog. Fire pits, private patio, and beach for your outdoor pleasure!

4.93 out of 5 average rating, 91 reviews

Guest suite in Duxbury

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!

4.94 out of 5 average rating, 268 reviews

Cottage in Plymouth

Ocean View Cottage

Charming cottage with an ocean view in a private setting seaside community with updated kitchen that does NOT include a stove however 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 and has its own entrance w own parking for 2 cars. 1 mile from the beach and 5 miles from downtown. **PLEASE NOTE ONLY 2 PERSON OCCUPANCY**!!

4.86 out of 5 average rating, 111 reviews

Tiny home in Pembroke

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 and 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.

4.97 out of 5 average rating, 226 reviews

Apartment in Falmouth

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

4.93 out of 5 average rating, 87 reviews

Cottage in Kingston

Quiet Luxe Water Front Oasis

Amazing ocean views from nearly every spot in the house. Open layout on first floor with kitchen, dining room, living room, and sunroom with deck to ocean. Gaze at the water as you work at the desk, cook your meals, or lounge on one of the two first floor couches. There's a half bath downstairs as well, and books and games to enjoy. The second floor features two bedrooms and full bathroom. Both bedrooms have ocean views; the master is your calming tranquil oasis next to the sea.

4.92 out of 5 average rating, 129 reviews

Apartment in Plymouth

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!

4.99 out of 5 average rating, 172 reviews

Apartment in Marshfield

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

Spring is here with summer just around the corner. How about doing something different, something unique? Book with me for that weekend before a birthday. What a great Kodak moment!! My place is very quiet, very comfortable....a little piece of heaven. Spend Easter getting away for a weekend. How about Memorial Day weekend? I still have some openings for summer, but it is filling up fast. Plan ahead.......... :)

4.81 out of 5 average rating, 63 reviews

Hotel room in Plymouth

New Downtown Plymouth Harbor Condo

This Harbourtown Suites condominium is a brand new space located right in the middle of historic, downtown Plymouth. The best locations in town are all within walking distance from the condo. Enjoy everything Plymouth has to offer right outside your door! Walk to restaurants, pubs, breweries, historical sites, antique shops, art studios, museums, beaches, parks, whale watching and deep-sea fishing.

4.88 out of 5 average rating, 98 reviews

Apartment in Duxbury

Powder Point

Our in-law apartment is 650 sq. feet; a one bedroom, one bathroom suite, with a spacious living room located over our 3-car garage. This is a separate building with it's own private entrance offering complete privacy including an off-road parking space. The apartment is located in the desirable neighborhood of Powder Point which is a short walk or bike ride to Duxbury's 5-mile barrier beach.

4.96 out of 5 average rating, 224 reviews

Guest suite in Plymouth

Comfortable & Historic Plymouth Suite

Our place is perfect for couples or single guests who are looking to enjoy Plymouth for all of the scenic and historic opportunities it has to offer. This space is part of our antique home, yet guests will be able to enjoy their privacy. We are centrally located between Plimoth Plantation, Long Beach, and Downtown.

5 out of 5 average rating, 112 reviews

Guesthouse in Abington

Cozy In-Law Apartment

Spacious and private entire one bedroom apartment in a quiet residential neighborhood and just minutes to Route 3 and Route 24. Heart of the South Shore with train access to Boston & landmarks! Close to historic & famous spots! Located right in between the big city & Cape Cod!

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Other great holiday rentals in Miles Standish Park

4.83 out of 5 average rating, 6 reviews

Home in Plymouth

Flash Deal: 20% Off 3+ nights Already Low Rates

CrystalRating, 5 stars4 weeks ago

We really enjoyed our stay and appreciate the helpful communication our hosts provided. The house was comfy and clean, and an easy walk to downtown Plymouth sites and restaurants. They even had an iron and board sent for us. Great service!

5 out of 5 average rating, 18 reviews

Home in Kingston

Rocky Nook Beach House

MichelleRating, 5 stars10 months ago

First family holiday in the USA and this was a perfect base for our first week. It was really cosy and the open plan layout worked well for us. It had everything we could ever need, a large fridge, lots of saucepans and utensils, loads of bedding, towels, books, games and even a wonderful and friendly neighbour. We visited Boston several times for the baseball and the Freedom Trail, Plimouth Plantation and The Mayflower and several local beaches. We had a blast. Thank you.

Home in Kingston

4.83 out of 5 average rating, 100 reviews

Waterfront Rocky Nook Beach House

MatthewRating, 5 stars2 weeks ago

Juliana is a fantastic host and this property is as advertised. A beautiful spot with an amazing view and a beach right out the front door. 10 minute drive to downtown Plymouth. I couldn't recommend this place more.

4.95 out of 5 average rating, 241 reviews

Home in Plymouth

PLYMOUTH CENTER - The Captain's House #1

SusanRating, 5 stars1 day ago

We had a great stay at The Captains House in Plymouth. It was in the heart of sights, shops and restaurants - a can’t be beat location. It was very comfortable for our family of 5 with beautiful decor, fantastic amenities, very comfortable beds, and a great updated kitchen. We would definitely stay again!

Apartment in Plymouth

5 out of 5 average rating, 5 reviews

Downtown 2BR with ocean views, yard, and parking!

SiddharthRating, 5 stars3 weeks ago

Beautiful apartment walkably close to several historical spots and museums in Plymouth. Patrick's place was very comfortable for our family of 3 - cheerful, plenty of room, beautiful views of Plymouth harbor, fully functional kitchen, and real good quality firm mattresses on the beds!! The street outside does get the odd loud car, which light sleepers will notice; but we got used to it pretty quickly and our baby slept great. Lastly - Patrick is the ideal host, very responsive and made things easy throughout our stay. We absolutely loved our trip and would definitely stay again!