Brewster, MA Vacation Homes from AED 1,176

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Our top choices for Brewster vacation homes

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

West Brewster

Michael M.

Pond Access, Fire Pit & Bikes, house with AC in charming Brewster

Brewster

AED 5,393 total

includes taxes & fees

25 Jun - 26 Jun

Cape Cod Playhouse: Deck, Hot Tub & Games

Brewster

AED 4,393 total

includes taxes & fees

28 Jun - 29 Jun

Contemporary Cape Getaway: Perfect Beachside Vacation for 10!

Eastham

"Our stay in this Eastham house was most pleasant and I have to say the host was wonderfully responsive when problems arose. During heavy rainstorm, the livingroom ceiling leaked and the icemaker in the freezer portion of the refrigerator was broken. Neither issue dampened our stay - pun intended. Location made for easy daily commute to gorgeous Campground Beach where family gathered daily. I would not hesitate to return to Eastham again."

Marty C.

AED 6,432 total

includes taxes & fees

30 Jun - 1 Jul

Family-Friendly Home! Walk to Sea Street Beach

Dennis Port

Devin L.

AED 1,176 total

includes taxes & fees

18 Jun - 19 Jun

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Dennis Port

AED 1,733 total

includes taxes & fees

30 Jun - 1 Jul

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Dennis Port

Carol S.

AED 1,805 total

includes taxes & fees

25 Jun - 26 Jun

Charming Coastal Duplex in heart of Sandwich

Sandwich

So M.

New! Chatham Cottage- 1 Mile to Downtown & Beaches

Chatham

Deanna M.

AED 2,715 total

includes taxes & fees

22 Jun - 23 Jun

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Chatham

Erin M.

AED 2,634 total

includes taxes & fees

14 Jul - 15 Jul

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Chatham

Alex R.

AED 4,392 total

includes taxes & fees

23 Jun - 24 Jun

Family Cottage Close to Beach!!

Harwichport

John N.

AED 3,002 total

includes taxes & fees

22 Jun - 23 Jun

Entire Hyannis Home - Near Downtown & Beaches

Barnstable

"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...

Bethany P.

AED 2,430 total

includes taxes & fees

25 Jun - 26 Jun

Coastal Haven in West Dennis -15

West Dennis

AED 2,927 total

includes taxes & fees

18 Jun - 19 Jun

Charming 3 bed room with magnificent views & large deck

Barnstable

Meghan H.

AED 1,850 total

includes taxes & fees

22 Jun - 23 Jun

Cape Cod - Dennis Beach House - Walk to the Beach

Dennis

John S.

AED 2,018 total

includes taxes & fees

25 Jun - 26 Jun

4 bedrooms, iron/ironing board, WiFi, bed sheets

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

Harwich

AED 1,921 total

includes taxes & fees

21 Jun - 22 Jun

Classic Cape Escape in Charming Cotuit

Contuit

Michelle

AED 3,938 total

includes taxes & fees

30 Jun - 1 Jul

Pond House~Waterfront Oasis W/Jacuzzi Tub

Eastham

Cynthia P.

AED 2,425 total

includes taxes & fees

21 Jun - 22 Jun

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Dennis

Megan R.

AED 1,425 total

includes taxes & fees

1 Jul - 2 Jul

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Top Brewster Hotel Reviews

Charm on Main by Ocean Edge

10/10 Excellent

"After seeing the photos and booking, it is ALL that it promises and more. Gillian was fantastic. The place is just gorgeous!"

Beautifully renovated second-floor condo

10/10 Excellent

"Fabulous Stay - One of the Best at Ocean Edge! My dad owns a condo at Ocean Edge, so we have stayed in a lot of different units over the years when extra family visits. This one is, without a doubt, one of the absolute nicest. The space was recently renovated and is beautiful. Between the high-end sheets and towels, the premium toiletries, and the complimentary coffee, it truly felt like staying in a luxury hotel. Plus, the hosts were incredibly easy to communicate with.Pro-Tip for Future Guests:Cell service can be quite spotty! Make sure to screenshot your door code and Wi-Fi password before you arrive, as you likely won't be able to load the VRBO app to get that info when you first pull up. Highly recommend this gem - we would absolutely stay here again!"

The Villages at Ocean Edge

8/10 Good

"Experienced 2 issues: 1) Went to ocean terrace Friday (06-12-26) night for dinner. Arrived at 6:15. Saw many empty tables. However, hostess indicated they didnt have tables available because they had reservations that would completely fill all available tables within and hour. I was taken aback by that. Ended up in the inside restaurant that is so noisy with just a handful of people at the bar, couldn't hear myself think. My wife had to cover her ears. We were there until well after 7:15 and never saw all the tables taken. At this point I am not happy. I decided to talk to manager who told me he is not responsible for so many people cancelling reservations. A waiter said there were 17 cancellations. I didnt buy it. Although he did give credit for 2 drinks , it still left sour taste in my mouth. 2) On the morning of checkout (06-15-26), I called front desk to ask if I could get receipt emailed to me so I didnt have to drive over to the mansion desk to physically check out. I just wanted to see the end bill before I approved the credit card run. The front desk said sure. An hour later, I hadnt received the email. I called again to ask for the email with receipt. Again, I heard sure we can do that. Another half hour and still no email. So I gave up and drove to mansion office. I asked the attendant what happened and no explanation. Just I am sorry for that. I had her print it there and approved paying the balance. Why ?"

Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf/Lakes

10/10 Excellent

"The house was a home away from home. Everything was clean, comfortable, and exactly what you see is what we got. Stores were within a 10 minute drive which made for great convenience. Nice neighborhood and area. Our hosts were communicative and available when we had questions. We couldn’t have asked for a better stay. I would highly recommend to others. Thank you!"

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Brewster vacation homes

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Pond Access, Fire Pit & Bikes, house with AC in charming Brewster

Cape Cod Playhouse: Deck, Hot Tub & Games

Contemporary Cape Getaway: Perfect Beachside Vacation for 10!

Family-Friendly Home! Walk to Sea Street Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Charming Coastal Duplex in heart of Sandwich

New! Chatham Cottage- 1 Mile to Downtown & Beaches

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK