A wooden building with a sloped roof, stone benches, and statues.

Brewster Holiday Rentals

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Our top choices for Brewster holiday rentals

1. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (147 reviews)
"Very spacious rooms clean ,great location friendly staff,"
United States
Margaret
The price is NZ$440
includes taxes & fees
5 Oct - 6 Oct
Brewster Green Resort

2. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (52 reviews)
"We did a quick overnight The amenities were great and the condo was perfect !!!"
United States
Katie M.
The price is NZ$679
includes taxes & fees
14 Oct - 15 Oct
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

3. Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (36 reviews)
"Previous reviews were all 10/10 & I agree once again. We definitely will be back!!"
United States
Jim M.
The price is NZ$1,426
includes taxes & fees
2 Oct - 3 Oct
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

4. Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
Brewster
9.8 out of 10, Exceptional, (60 reviews)
"Great place to stay with your family "
United States
Mary H.
The price is NZ$4,186
includes taxes & fees
2 Oct - 3 Oct
Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

5. The Brewster Pearl

The Brewster Pearl
Brewster
10.0 out of 10, Exceptional, (2 reviews)
"The home is so beautiful and the decor is like out of a magazine. Immaculately clean, our standards are high, being hosts ourselves. Every amenity thoughtfully provided. The furnishings, bedding, towels are of premium quality and top brand. Our host was incredible, responsive, kind and helpful. This home is perfectly located to many beaches , excellent restaurants and coffee shops. Brewster is a special place. I can understand why the owner chose it. Our family was immensely blessed to have the...
United States
PAULA
The price is NZ$1,203
includes taxes & fees
22 Oct - 23 Oct
The Brewster Pearl

6. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
10.0 out of 10, Exceptional, (1 review)
"The property was very clean, lots of little excellent touches, and amazing views. We truly enjoyed the pathway to the private beach. I wished we could have stayed longer. We will definitely be booking again."
United States
Sandra G.
The price is NZ$1,142
includes taxes & fees
7 Oct - 8 Oct
Beach Walks, Books & Bay Sunsets

7. Quiet getaway in a unique area of Cape Cod

Quiet getaway in a unique area of Cape Cod
Brewster
10.0 out of 10, Exceptional, (5 reviews)
"Perfect for a quiet getaway. Owner was in Constant contact. If I had a question replied very quickly. I highly recommend staying here."
United States
Anonymous traveller
The price is NZ$804
includes taxes & fees
2 Oct - 3 Oct
Quiet getaway in a unique area of Cape Cod

8. Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (82 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is NZ$1,409
includes taxes & fees
2 Oct - 3 Oct
Family Cottage Close to Beach!!

9. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.8 out of 10, Excellent, (5 reviews)
"Dog friendly property!"
United States
Colleen O.
Harwich Hideaway with King Beds Pet Friendly!

10. Cape Cod Cottage Near Beaches & Bike Trail

Cape Cod Cottage Near Beaches & Bike Trail
Harwich
9.4 out of 10, Exceptional, (3 reviews)
"We absolutely LOVED this home. We have stayed in condo style prior each year, and we loved the space, inside and outside, of this quintessential Cape Cod home and neighborhood. It has been updated with appliances and home decor which made it comfortable for all. It is a pet friendly home, as we had a dog with us- and we didn’t walk in to anything different than a non pet friendly home. I will request to rent this home again and again and recommend it highly. The owners were very communicative...
United States
Holly c.
Cape Cod Cottage Near Beaches & Bike Trail

11. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (90 reviews)
"Beautiful, clean home with very responsive and kind hosts!"
United States
Claire D.
The price is NZ$1,089
includes taxes & fees
5 Oct - 6 Oct
Beautiful home near Jacknife Beach and bike trail

12. NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
9.6 out of 10, Exceptional, (13 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

13. Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (14 reviews)
"Great host. Convenient location for a visit to Chatham."
United States
Bill F.
The price is NZ$884
includes taxes & fees
5 Oct - 6 Oct
Cozy Large Home in Harwich with Patio near Wequassett Resort

14. Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach

Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach
Chatham
10.0 out of 10, Exceptional, (20 reviews)
"Everything exceeded expectations"
United States
Marc S.
The price is NZ$2,235
includes taxes & fees
3 Oct - 4 Oct
Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach

15. Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
9.8 out of 10, Exceptional, (6 reviews)
The price is NZ$930
includes taxes & fees
4 Oct - 5 Oct
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

16. 2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (48 reviews)
"Kitchen was well equipped. Very good location for us and comfy beds. I highly recommend this property and the host. "
United States
Mark T R.
The price is NZ$1,750
includes taxes & fees
2 Oct - 3 Oct
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

17. The Beachcomber Unit - #9

The Beachcomber Unit - #9
Harwich
10.0 out of 10, Exceptional, (21 reviews)
"We had an amazing time staying here, great location and it was very clean. "
United States
Mike B.
The Beachcomber Unit - #9

18. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (32 reviews)
"Beautiful home very easy check in and out host was great will definitely be staying their again in the future"
United States
Rachael M.
The price is NZ$405
includes taxes & fees
5 Oct - 6 Oct
Cape Cod's "Beach Rose"

19. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (141 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
The price is NZ$514
includes taxes & fees
15 Oct - 16 Oct
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

20. Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More

Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More
Dennis
10.0 out of 10, Exceptional, (4 reviews)
"Property is very clean."
United States
Brian C.
The price is NZ$1,530
includes taxes & fees
19 Oct - 20 Oct
Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Brewster Hotel Reviews

Find out more about Brewster

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Brewster holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Brewster. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Brewster. Seeing all the best attractions is bound to make you fall in love with Brewster. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Brewster short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there holiday rentals in Brewster?

Yes, there are holiday rentals in Brewster close to Cape Cod Museum of Natural History, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Brewster speak positively about the scenic seaside and seafood restaurants in this destination. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Brewster has to offer?

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This holiday home rental outside of Brewster is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

How many holiday rentals are there in Brewster?

Choose from 241 Expedia holiday rentals in Brewster for a memorable holiday.

What’s there to see and do in Brewster?

Enjoy the outdoors at Breakwater Beach and Paine's Creek Beach, or simply take in cultural attractions like Cape Cod Museum of Natural History and Harris-Black House and Higgins Farm Windmill. While here, Ocean Edge Golf Club and Nickerson State Park are other places worth a visit.

What’s a holiday rental in Brewster like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Brewster. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.