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Brewster Rentals

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From $239 per night (USD)
VRBO
Lovely Condo at Ocean Edge Resort on Cape Cod
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your Brewster adventure begins at this lovely 2-bedroom, 1.5 bath condo. The relaxed atmosphere of this cozy retreat wil ...
From $239 per night (USD)
VRBO
From $522 per night (USD)
VRBO
Skaket Beach Area Home with Association Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Home Near Skaket Beach with Association Beach Access Be near one of Orleans most popular vacation areas: Skaket Beach! ...
From $522 per night (USD)
VRBO
From $613 per night (USD)
VRBO
Steps To Skaket Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Views of and Steps to Skaket Beach! This adorable one-story beach cottage has delighted vacationers for many years. En ...
From $613 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Brewster - Walk to Beach, Bike path and Nickerson state park
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
NEW LISTING SPECIAL – Walk to Beach & Cape Cod Bike Trail! Welcome to your perfect Cape Cod getaway in beautiful Brewste ...
From $410 per night (USD)
Expedia
From $478 per night (USD)
VRBO
Cozy Cape Cod Escape – Perfect for Families, Quiet & Convenient Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to your perfect Cape Cod escape! This classic 3-bedroom Cape-style home is tucked away in a quiet neighborhood, ...
From $478 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Ocean Edge: 2-bedroom condo with pool and resort access, near beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our spacious and well-appointed 2-bed, 2-bath condo with a private patio overlooking the golf course at Ocean ...
From $229 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Cozy family retreat with kayaks, board games, AC, and beach access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sheep Pond Bow House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $408 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Brewster Green Resort 3-bedroom unit w/2 pools-one indoor, hot tub, fitness room
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to this peaceful resort in Brewster close to beaches, Nickerson State Park and rail trail. . This unit offers 3 ...
From $232 per night (USD)
Expedia
From $287 per night (USD)
VRBO
BDAHM - Eaton upper level unit with Pool Pass access and extra ACs!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
BRAND NEW LISTING at Ocean Edge Resort--2BD, 2BA, 3 A/Cs, Upper level Eaton Village Condo with Pool Access * * * ...
From $287 per night (USD)
VRBO
From $609 per night (USD)
Expedia
NEW LISTING! Spacious Brewster Beach Retreat – Walk to Multiple Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedrooms • 2 Bathrooms • Sleeps 6 • A/C • WiFi • Huge Fenced- In Yard Welcome to your Cape Cod escape! This inviting ...
From $609 per night (USD)
Expedia
From $434 per night (USD)
VRBO
Deeded access to Long Pond! Dog friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
10
Deeded access to Long Pond and .5 mile to the Cape Cod Rail Trail! Everything you need for a great stay can be had at th ...
From $434 per night (USD)
VRBO
From $478 per night (USD)
VRBO
BRAND NEW LISTING--4BD Home--Central A/C*, Outdoor Shower & Dog Friendly, .6 of Mile to Cold Storage, Sesuit, & Sea Street Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
BRAND NEW LISTING--4BD Home--Central A/C*, Outdoor Shower & Dog Friendly, .6 of Mile to Cold Storage, Sesuit, & Sea Stre ...
From $478 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to this quaint garden home in picturesque Brewster. With 2 bedrooms including a cozy queen bed and charming twin ...
From $221 per night (USD)
VRBO
From $363 per night (USD)
VRBO
Adorable and private 3BR/1.5BA near Captain's Golf Course
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
BRAND NEW LISTING -3BD, 1.5BA, Dog Friendly* & Great for the Golf Enthusiast! * * * * See end of this descr ...
From $363 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Walking distance to John Kelly Park, Swan River and Kellys Bay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover the charm of Cape Cod at this delightful 3-bedroom home located in the South Dennis. Perfectly situated near Ke ...
From $289 per night (USD)
VRBO
From $628 per night (USD)
Expedia
Luxe Lakefront Retreat ★ Sauna ★ Media Rm ★ Kayaks ★ Bikes ★ Steps to Bike-Path★
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your dream lakefront escape! This stunning 3BR, 2.5BA retreat blends Nancy Meyers-style charm with unforgett ...
From $628 per night (USD)
Expedia
From $768 per night (USD)
VRBO
NEW! Captain Estate-Main House.Carriage House.Barn/Game Room.Spacious Grounds.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Expansive Sea Captain’s Estate perfect for multi-generational families or a group of friends! This historic home has mod ...
From $768 per night (USD)
VRBO
From $509 per night (USD)
Expedia
New Listing in Brewster - 3 beds, 2 baths, 0.2 mile walk to Private Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming cottage in Brewster’s Ellis Landing is a fantastic choice for guests looking for a cozy, seaside retreat. ...
From $509 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Skaket Creek Landing - Renovated Orleans Retreat 3 Minutes from Skaket Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Skaket Creek Landing! This meticulously restored vacation home is nestled in the heart of the well-regarded N ...
From $436 per night (USD)
VRBO
From $422 per night (USD)
VRBO
Seymour Sunshine - Cozy Cape Cod Home a Short Walk to Seymour Pond in Brewster
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Seymour Sunshine, a cheerful Cape Cod getaway on a Brewster backroad. Just a short stroll from the calm, clea ...
From $422 per night (USD)
VRBO
From $511 per night (USD)
VRBO
Cheerful Home Close to Bay and Town
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This bright and cheerful home approximately one half mile from either the bay or the center of Orleans. So close to Roc ...
From $511 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Charming 2nd floor 2-bedroom condo with AC WiFi in tranquil Brewster.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Brewster condo boasts 2 inviting bedrooms each with a queen size bed. The property also features 2 bathrooms, both ...
From $343 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Cape Cod Getaway - near Seymour Pond and Rail Trail; Bay Beaches w/in a few mile
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Brewster Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $392 per night (USD)
VRBO
Click For Pricing
Expedia
Bright Brewster Beach House Short Walk to Beaches - Jul 5-12 LAST WEEK AVAILABLE
Bedrooms:
2
Bathrooms:
3
Sleeps:
14
This beach inspired home has modern and bright decor, a large deck and fire pit... less than a mile to bay beaches. The ...
Click For Pricing
Expedia
From $1133 per night (USD)
VRBO
4-King Beds in Cape Cod Heated Pool Putting Green Game Room Speak Easy Skeeball
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This phenomenal house in Harwich boasts 4 king bedrooms, Nestled in a serene neighborhood, our spacious and beautifully ...
From $1133 per night (USD)
VRBO
From $423 per night (USD)
VRBO
Charming 3-bedroom house with AC, WiFi in awesome Brewster w bike trail access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You made it, you're on vacation! You take the drive out to the Cape and pull up to your home away from home. You open th ...
From $423 per night (USD)
VRBO
From $704 per night (USD)
VRBO
Charming 3-bedroom condo in Endicott Village at Ocean Edge Resort & Golf Club
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Inside, this three bedroom, three bathroom, 1,600 sq. ft condo, is featured a well-equipped kitchen with a range of stai ...
From $704 per night (USD)
VRBO
From $593 per night (USD)
Expedia
Charming 2-bedroom in Brewster with AC, walking distance to association beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your Brewster adventure begins at this delightful 2-bedroom house. Bedroom 1 has a queen bed and private bathroom and be ...
From $593 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Charming 1-bedroom apartment in beautiful Brewster with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this charming apartment in Brewster. This wonderful rental features a cozy bedroom with a king bed, a lovely ...
From $361 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Peaceful Retreat on Chilton Lane
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to your peaceful escape on Chilton Lane, where modern comfort meets serene coastal charm. This freshly renovated ...
From $471 per night (USD)
Expedia
From $555 per night (USD)
VRBO
New! Surf, S'mores + Soak w/ Hot Tub, AC, Firepit, Near Iconic Beaches
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
*New* This Fall, guests at Orleans Holiday House receive a complimentary Deluxe Fireside Gift with any stay booked - fir ...
From $555 per night (USD)
VRBO
From $449 per night (USD)
Expedia
Pond view home w/ AC, sunroom, kayak & near town and beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Jack's Dacha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $449 per night (USD)
Expedia
From $596 per night (USD)
VRBO
Association Access to Skaket Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Exceptional home close to Skaket Beach in Orleans. This vibrant and tastefully decorated home is located approximately ...
From $596 per night (USD)
VRBO
From $513 per night (USD)
VRBO
Escape to this rare beachfront retreat where the sea is your front yard
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beachfront studio condo features a fully equipped kitchen and everything you need for a relaxing stay. Unlike inla ...
From $513 per night (USD)
VRBO
From $335 per night (USD)
VRBO
Private Pool Near Pleasant Bay Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
NEW LISTING - Cozy Cottage, Air Conditioning, Private Pool, Under 300 Steps to Pleasant Bay Beach Within one of South O ...
From $335 per night (USD)
VRBO
From $1235 per night (USD)
Expedia
Liberty: 030-O Brand New Luxury Home in Orleans, Heated Pool, Steps to Town and Bike Trail
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Brand New Luxury Home in Orleans, Heated Pool, Steps ...
From $1235 per night (USD)
Expedia
From $613 per night (USD)
VRBO
Old Cape Charmer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the best of Brewster from this centrally-located property, perfect for your family's getaway! Enjoy a short d ...
From $613 per night (USD)
VRBO
From $802 per night (USD)
Expedia
White whale II, 4bedroom, Dennis, bayside family fun
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This 4-bedroom house in Dennis is perfect for your escape to relaxation. With 3 king beds and 4 of full beds(bunk beds), ...
From $802 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Cozy Cape Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This unique cottage is nestled in the heart of Brewster. Cozy, private and comfortable. Fully equipped kitchen, Queen b ...
From $269 per night (USD)
VRBO

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Results: 639 Rentals