Cottage Rentals in Seymour Pond, MA: Compare 10+ Sites & Save

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  5.  Seymour Pond

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165 Best Cottage Rentals in Seymour Pond (Starting from $154)

Waterfront on Long Pond and Black Pond!
Waterfront on Long Pond and Black Pond!
Cottage
Brewster, MA, 02631, United States
1.3k from Seymour Pond center

AC, Dryer, Fireplace, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$786
Average price / night
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Pond Front Beach Pet Friendly AC WiFi
Pond Front Beach Pet Friendly AC WiFi
Cottage
Harwich, MA, 02645, United States
2.6k from Seymour Pond center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.2

Superb

28 reviews

$327
Average price / night
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Private Cottage close to bike trail and lakes. Dogs Are Welcome!
Private Cottage close to bike trail and lakes. Dogs Are Welcome!
Cottage
Harwich, MA, 02645, United States
3.0k from Seymour Pond center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.6

Exceptional

16 reviews

$344
Average price / night
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Sheep’s Pond Retreat
Sheep’s Pond Retreat
Cottage
Brewster, MA, 02631, United States
3.2k from Seymour Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$283
Average price / night
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Tales of Sunset Bay, walk from a Quiet Cottage to Brewster’s Paine Creek Beach
Tales of Sunset Bay, walk from a Quiet Cottage to Brewster’s Paine Creek Beach
Cottage
Brewster, MA, 02631, United States
3.7k from Seymour Pond center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
10.0

Exceptional

63 reviews

$286
Average price / night
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Cottage near bay beach- 1 Bd/1Ba
Cottage near bay beach- 1 Bd/1Ba
Cottage
Brewster, MA, 02631, United States
4.0k from Seymour Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.4

Superb

11 reviews

$154
Average price / night
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Walk to Beach! Cape Cod Cottage w/ Fire Pit
Walk to Beach! Cape Cod Cottage w/ Fire Pit
Cottage
Brewster, MA, 02631-1838, United States
4.0k from Seymour Pond center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
New to Booking
$346
Average price / night
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Posh Pad with King Beds Central A/C
Posh Pad with King Beds Central A/C
Cottage
Harwich, MA, 02645, United States
4.0k from Seymour Pond center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms12 Guests
8.6

Fabulous

4 reviews

$855
Average price / night
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Private Beach.  Fabulous Bay Views. WIFI
Private Beach. Fabulous Bay Views. WIFI
Cottage
Brewster, MA, 02631, United States
4.3k from Seymour Pond center

AC, Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$872
Average price / night
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Perfect Location, Private, Immaculate, Affordable, East Dennis Cape Cod
Perfect Location, Private, Immaculate, Affordable, East Dennis Cape Cod
Cottage
Dennis, MA, 02641, United States
4.4k from Seymour Pond center

AC, Barbecue, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms2 Guests
10.0

Exceptional

62 reviews

$240
Average price / night
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Beachfront cute cottage on Private  Beach. Best View on the Cape.  on high bluff
Beachfront cute cottage on Private Beach. Best View on the Cape. on high bluff
Cottage
Brewster, MA, 02631, United States
4.6k from Seymour Pond center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

8 reviews

$864
Average price / night
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Spacious, Private Cape Cod Cottage with Central Air
Spacious, Private Cape Cod Cottage with Central Air
Cottage
Harwich Port, MA, 02646, United States
5.0k from Seymour Pond center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
10.0

Exceptional

67 reviews

$257
Average price / night
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Charming Brewster Cottage
Charming Brewster Cottage
Cottage
Brewster, MA, 02631, United States
5.3k from Seymour Pond center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

1 Bedroom4 Guests
10.0

Exceptional

53 reviews

$194
Average price / night
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Amazing Lakefront Property, Private Dock, Direct Access to Water, New Hot Tub/AC
Amazing Lakefront Property, Private Dock, Direct Access to Water, New Hot Tub/AC
Cottage
Dennis Port, MA, 02639, United States
5.4k from Seymour Pond center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

96 reviews

$814
Average price / night
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Brewster, Beach Cottage with 1/2 Mile of Private Asso. Beach for your Enjoyment.
Brewster, Beach Cottage with 1/2 Mile of Private Asso. Beach for your Enjoyment.
Cottage
Brewster, MA, 02631, United States
5.5k from Seymour Pond center

AC, Barbecue, Elevator, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

1 Bedroom2 Guests
9.4

Superb

57 reviews

$331
Average price / night
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Charming  Beach House With  Private Beach On Cape Cod Bay
Charming Beach House With Private Beach On Cape Cod Bay
Cottage
Brewster, MA, 02631, United States
5.5k from Seymour Pond center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
10.0

Exceptional

43 reviews

$882
Average price / night
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Charming Cape Cottage in Brewster
Charming Cape Cottage in Brewster
Cottage
Brewster, MA, 02631, United States
5.5k from Seymour Pond center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom3 Guests
9.8

Exceptional

113 reviews

$188
Average price / night
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Charming Cape Cod Cottage
Charming Cape Cod Cottage
Cottage
Brewster, MA, 02631, United States
5.5k from Seymour Pond center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom3 Guests
10.0

Exceptional

37 reviews

$192
Average price / night
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Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Cottage
Harwich, MA, 02646, United States
5.6k from Seymour Pond center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms7 Guests
9.6

Exceptional

4 reviews

$529
Average price / night
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New Listing-Cozy Cottage. Short Walk to North Side Beaches Near Sesuit Harbor
New Listing-Cozy Cottage. Short Walk to North Side Beaches Near Sesuit Harbor
Cottage
East Dennis, MA, 02660, United States
5.7k from Seymour Pond center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$467
Average price / night
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Private Beach, Cottage in the Dunes, Pet Friendly
Private Beach, Cottage in the Dunes, Pet Friendly
Cottage
Dennis, MA, 02641, United States
5.8k from Seymour Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms8 Guests
New to Booking
$2165
Average price / night
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A classic and sweet Cape Cod getaway with fireplace and full A/C!
A classic and sweet Cape Cod getaway with fireplace and full A/C!
Cottage
Harwich Port, MA, 02646, United States
5.9k from Seymour Pond center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.4

Superb

60 reviews

$314
Average price / night
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THE BOAT HOUSE LOFT ~ YOUR MOST AFFORDABLE, RELAXING & FUN WATERFRONT GET-A-WAY!
THE BOAT HOUSE LOFT ~ YOUR MOST AFFORDABLE, RELAXING & FUN WATERFRONT GET-A-WAY!
Cottage
Dennis, MA, 02660, United States
6.1k from Seymour Pond center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom3 Guests
9.4

Superb

122 reviews

$244
Average price / night
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Family Cottage, Steps from a Private Beach on Brewster Dunes
Family Cottage, Steps from a Private Beach on Brewster Dunes
Cottage
Brewster, MA, 02631, United States
6.1k from Seymour Pond center

Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

11 reviews

$588
Average price / night
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Swan Pond Cottage, Waterfront Central A/C,  Open Floor Plan
Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
Cottage
South Dennis, MA, 02660, United States
6.2k from Seymour Pond center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

231 reviews

$348
Average price / night
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NEW Harwich Port Cottage, Minutes to Beach & Town
NEW Harwich Port Cottage, Minutes to Beach & Town
Cottage
Harwich, MA, 02646, United States
6.2k from Seymour Pond center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
10.0

Exceptional

7 reviews

$521
Average price / night
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Cozy Cottage close to Beaches, Boating, Biking, Shopping and more
Cozy Cottage close to Beaches, Boating, Biking, Shopping and more
Cottage
Harwich, MA, 02646, United States
6.3k from Seymour Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
9.6

Exceptional

15 reviews

$256
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Cottage Rentals in Seymour Pond.

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Frequently Asked Questions

You can explore 165 verified cottage rentals in Seymour Pond. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in Seymour Pond vary based on the season, location, and amenities offered. Rates typically start from around $154 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in Seymour Pond feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 19 listings in Seymour Pond welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in Seymour Pond are known for their comfort and charm, often including amenities such as Kitchen, Balcony/Terrace, and Fireplace/Heating. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Seymour Pond are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.