Holiday rentals in Pembroke

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Top-rated holiday rentals in Pembroke

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

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Top guest favourite

Flat in Oak Bluffs

4.92 out of 5 average rating, 109 reviews

Absolute Best Location on the Island

DanielleRating, 5 stars5 months ago

My family & I have been vacationing at Larry’s Historic Arcade for the past 7+ years. It is in the most perfect spot located right on Circuit Ave in the heart of Oak Bluffs. There are many stores and restaurants located on this road and it’s super convenient to have a market right across the street for any last minute essentials. We always rent the third floor apartment. It is very spacious and has a full size bed, a loft with 2 twin size beds and a pull out couch. It also has 2 decks. One over looking circuit ave and one on the other side with a grill. The house has WiFi, 2 mini splits (for ac or heat) a tv and a full kitchen. I highly recommend booking Larry’s Historic Arcade. It has everything you need and more. Thank you Larry for providing the perfect vacation spot for me and my family. We are already looking forward to next year!

Superhost

Home in Yarmouth Port

4.88 out of 5 average rating, 153 reviews

* Walk to the beach - Swiss Beach House! *

JennaRating, 5 stars8 months ago

The Swiss House is an ideal retreat for families seeking a harmonious blend of comfort and connection. The expansive open-concept living area downstairs fostered a sense of togetherness, while the well-appointed kitchen made preparing family meals a breeze. Nestled away from the hustle, yet conveniently close to amenities, the house offers a perfect balance of privacy and accessibility. A quick drive to Mayflower Beach added to the allure, making our stay nothing short of delightful.

Top guest favourite

Home in Sandwich

5 out of 5 average rating, 29 reviews

The Cape Cottage Fireplace * Kid Friendly * PetsOK

BriRating, 5 stars3 days ago

We booked a last-minute trip and had a fantastic stay! Ariana was incredibly helpful and accommodating—she answered all our questions promptly and made everything easy. The cottage was spotless, smelled amazing, and the beds were super comfortable. The location was perfect—close to shops and restaurants, which made everything convenient. All of our guests were impressed with the place, and we’d definitely come back. I highly recommend this spot to anyone planning a quick getaway to the Cape!

Superhost

Cottage in Brewster

4.85 out of 5 average rating, 62 reviews

BeachFront Private Beach Amazing Views WIFI

ChrisRating, 5 stars10 months ago

We had a fantastic stay at Bruce’s cottage! Great rustic cottage right on the beach, perfect for a “slower pace” vacation away from crowds and hustle/bustle. Bruce and his wife are very friendly, very available for questions, and were pleasantly flexible with us on checkout timing really allowing us to maximize our last day on the cape. Will absolutely visit again!

Guest favourite

Cottage in Provincetown

4.81 out of 5 average rating, 474 reviews

Private cottage green friendly and pet friendly

JennRating, 5 stars2 weeks ago

Perfect spot to get away and clear your head. Wi-Fi and amenities we're great, the private back patio is serene and everything you'd want to see in downtown Provincetown is within walking distance. If you enjoy the type of vacation where you can park your car and not get back in it until you leave, this is a wonderful spot. It was very affordable, well maintained, and an overall peaceful spot with good vibes.

Top guest favourite

Home in Scituate

5 out of 5 average rating, 20 reviews

Coastal Retreat

RachelRating, 5 stars3 months ago

Our stay at this lovely Scituate Coastal Retreat was fabulous. The house was immaculately clean and the decor was perfection. The common areas were cozy, but spacious and the kitchen was well stocked with any tools/utensils we needed. Beds were comfortable and our party of 4 adults had plenty of room. The hosts left great suggestions for local dining and the house was only a 2 min drive (15min walk) to downtown Front St restaurants and shopping. Host Andrew was very responsive and wonderfully accommodating, allowing for a later check-out when requested. We were staying in the Winter, so perhsps check out time may not be as flexible in the warmer months. Check-in & check-out was a breeze! We hope to rent this property again. Thank you Andrew & Madeline!

Top guest favourite

Guest house in Provincetown

5 out of 5 average rating, 67 reviews

Central Cottage-Incredible Location, Stylish Charm

RyanRating, 5 stars6 months ago

My partner and I have visited PTown on several occasions now, but this was our first stay at Jason's place. I cannot say enough great things. The space itself is adorable! Everything was well thought out, and made to feel like a home. The bed was cozy, and Jason provided any and all of the amenities you could have asked for. Jason's space is less than a minute walk to Commercial Street, and close to Joe Coffee (along with so many other places). Jason was extremely accommodating, communicated so well, and went out of his way to welcome us. The location alone was easily one of the most convenient spaces we have rented. We would absolutely stay again.

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Popular amenities for Pembroke holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Pembroke's top sights

Stellwagen Beer Company4 locals recommend

Bongi's Turkey Roost3 locals recommend

Mia Regazza of Marshfield3 locals recommend

Other great holiday rentals in Pembroke

Guest favourite

Flat in Marshfield

4.91 out of 5 average rating, 67 reviews

FULLY RENO'D apt w/water views near beach& marina

KenRating, 5 stars1 week ago

Clean, charming, well-located over-garage apartment overlooking marsh and ocean. Walk to nice restaurants. Quiet.

Superhost

Home in South Kingstown

5 out of 5 average rating, 18 reviews

Green Hill Getaway

SusanRating, 5 stars8 months ago

This house was spotless. Everything felt clean, the beds, the bathrooms. 5 bedrooms all nice size and clean. No carpets which is fantastic when you allow dogs. So happy to bring my two Bostons. Plenty of supplies and kitchen utensils. Nice backyard and neighborhood. AC worked great. The only thing I would recommend is a door on the outside shower. From CT and we don’t have outdoor showers so it would have been nice to have everyone shower outside. Other than that it was perfect for my family. Loved having the bikes ! Jackie left us wine and snacks totally appreciate it. We had a great week.

Guest favourite

Home in New Seabury

4.94 out of 5 average rating, 18 reviews

25 Menemsha Rd., Popponesset, pond & beach views

LisaRating, 5 stars5 months ago

We absolutely enjoyed our stayed. It's beautiful from the pictures online, but when you walk in it has a feel of being at a getaway even better than expected. The view is gorgeous and the home is very well kept and decorated. A big bonus for us was the spacious outdoor hottub. I would definitely feel comfortable booking with them again!

Top guest favourite

Flat in North End

5 out of 5 average rating, 7 reviews

Beautiful and spacious lovely home

ChrisRating, 5 stars1 month ago

Place worked out perfect

Superhost

Home in Wareham

4.93 out of 5 average rating, 14 reviews

Private home, secluded 6 acre lot with water view

JaredRating, 5 stars8 months ago

Rebecca’s house in Wareham was a blessing! She is an attentive and responsive host, any concerns I had she was able to resolve immediately. We found ourselves wishing we had booked a longer stay to enjoy everything there was to offer!! Thank you Rebecca!

Superhost

Home in East Falmouth

4.92 out of 5 average rating, 13 reviews

Jaws House - Great Harbors

MollyroseRating, 5 stars5 months ago

We felt right at home and enjoyed our stay so much! The neighborhood is adorable for walking and our little one loved the playground right down the road. The house is so quiet yet so close to downtown and beaches. Will definitely be back!

Superhost