Brewster Holiday Rentals

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Check prices for these dates

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Holiday Rentals in Brewster

Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (123)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is HK$1,461
HK$2,391 total
includes taxes & fees
28 Oct - 29 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
9.8 out of 10, Exceptional, (41)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
United States
Lisa B.
The price is HK$2,012
HK$2,567 total
includes taxes & fees
3 Nov - 4 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Smart TV, fireplace
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (42)
"The house is clean and nice. Location is really good, quiet and not to far from the city."
United States
Cecilia G.
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Outdoor dining
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
9.4 out of 10, Exceptional, (30)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
United States
Anonymous traveller
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Outdoor banquet area
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
9.0 out of 10, Wonderful, (6)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
United States
Matthew W.
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Dining
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
10.0 out of 10, Exceptional, (2)
"This is a property that is very good for large family gatherings, which is how we gathered for a birthday celebration. This area of CT. is great and has lots to do.The house is in the perfect location to do all of it.Again, suits large groups well. Room for everyone."
United States
Paula R.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Outdoor dining
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
9.8 out of 10, Exceptional, (12)
"Lovely two weeks in the carriage house on the Croton River. Hosts Patrick and Kathryn were attentive and helpful, the area was full of fun adventures for my husband, a cyclist, and me (jogger and kayaker). Swimming in the Croton from the dock was so great, especially on warm days. Kayaking in the Croton was peaceful and full of fun water birds."
United States
Ann M.
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Children’s area
Hickory on Willow Lake
Hickory on Willow Lake
9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is HK$3,302
HK$4,804 total
includes taxes & fees
27 Oct - 28 Oct
Hickory on Willow Lake
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (92)
"My family and I loved this property! We enjoyed walking around the woods and exploring. The house was well equipped and was really charming. We also loved sightseeing around the near by towns. Definitely a place to come back to stay again. "
United States
Hector L.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Exterior
Rustic Cabin in Fishkill!
Rustic Cabin in Fishkill!
10.0 out of 10, Exceptional, (2)
"The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. "
United States
Arron T.
The price is HK$1,943
HK$2,993 total
includes taxes & fees
16 Nov - 17 Nov
Rustic Cabin in Fishkill!
Interior
Contemporary Cozy Cottage
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (28)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is HK$1,748
HK$3,262 total
includes taxes & fees
27 Oct - 28 Oct
Contemporary Cozy Cottage
Dining tables
Chestnut on Willow Lake
Chestnut on Willow Lake
9.4 out of 10, Exceptional, (3)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is HK$3,108
HK$4,547 total
includes taxes & fees
27 Oct - 28 Oct
Chestnut on Willow Lake
Dining
Peaceful Vintage Home with Private Lake in Redding, CT.
Peaceful Vintage Home with Private Lake in Redding, CT.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
The price is HK$3,846
HK$5,907 total
includes taxes & fees
3 Nov - 4 Nov
Peaceful Vintage Home with Private Lake in Redding, CT.
Terrace/patio
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
10.0 out of 10, Exceptional, (195)
"Wonderful place to rest and recharge."
United States
Clair T.
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Outdoor dining
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
9.8 out of 10, Exceptional, (34)
"Perfect location, well equipped from decks and dock, kayaks and fire pit. Beautiful well kept landscape. Nice open floor plan for family gatherings."
United States
Brian W.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Property grounds
Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount
Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount
10.0 out of 10, Exceptional, (28)
"Property was beautiful When we arrived read the guest book to learn we could not swim off the dock, very disappointed "
United States
Pat M.
Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount
1 bedroom, WiFi, bed sheets
Charming 1-bedroom apartment in Carmel with WiFi, AC
Charming 1-bedroom apartment in Carmel with WiFi, AC
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is HK$804
HK$1,865 total
includes taxes & fees
31 Oct - 1 Nov
Charming 1-bedroom apartment in Carmel with WiFi, AC
Exterior detail
Private Annex/Former Artist Studio
Private Annex/Former Artist Studio
10.0 out of 10, Exceptional, (52)
"It has stairs to climb up to apartment. Everything was lovely.And the owners go out of their way to make you feel welcome."
United States
Liz G.
Private Annex/Former Artist Studio
Smart TV, fireplace, books
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (13)
"The house worked very well for our family holiday. Very clean, had everything we needed "
United States
Audrey P.
The price is HK$1,748
HK$4,225 total
includes taxes & fees
26 Oct - 27 Oct
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
3.0 star property
10.0 out of 10, Exceptional, (2)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
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

Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"Front desk was extremely helpful and went above and beyond to help with any requests. "
Libby 1-night trip
Posted 22 hours ago
Ethan Allen Hotel

Find out more about Brewster

Search for holiday rentals in Brewster on Expedia! You can easily find your home rentals, villas, holiday apartments in Brewster using one of the methods below:

  • View our selection of featured holiday rentals in Brewster
  • Use the map to find apartments and other holiday homes in the Brewster neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Brewster while they last

Look no further and take a look at our great range of rental properties in Brewster!

Frequently asked questions

Can I find a holiday rental in Brewster?

Yes, there are holiday rentals close to the most popular sights in Brewster, or you can select a more secluded option if you're looking for a relaxing stay. Brewster is known for its shopping and restaurants. Make sure you have time to check out the entertainment choices and live music during your trip.

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Brewster offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and kitchenware, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Brewster?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Brewster stay.

What’s there to see and do in Brewster?

Explore the area and cultural attractions such as Kouros Sculpture Center, or visit one of the family-friendly sights such as SplashDown Beach. Brewster Public Library and Centennial Golf Club are a couple of places you'll find in the wider area.

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 offer amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.