Oceanfront Rentals in Westport Historical Society, CT: Compare 10+ Sites & Save

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39 Best Oceanfront Rentals in Westport Historical Society (Starting from $273)

Norwalk Retreat
Norwalk Retreat
House
CT, USA
4.4k from Westport Historical Society center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$509
Average price / night
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Designer Family Home with Gym and Yard
Designer Family Home with Gym and Yard
House
Westport, CT, 06880, United States
0.4k from Westport Historical Society center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms5 Guests
9.4

Superb

3 reviews

$1184
Average price / night
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Guest House at Norwalk Inn
Guest House at Norwalk Inn
House
Westport Historical Society, Westport, Connecticut, USA
5.0k from Westport Historical Society center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

11 Bedrooms12 Guests
7.5

Good

4 reviews

$279
Average price / night
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Walk-to-Town New home w/new furnishings, Grill Center & Playset
Walk-to-Town New home w/new furnishings, Grill Center & Playset
House
Westport, CT, 06880, United States
0.8k from Westport Historical Society center

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

6 Bedrooms10 Guests
New to Booking
$956
Average price / night
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Charming Fairfield Cottage By The Sea
Charming Fairfield Cottage By The Sea
House
Fairfield, CT, USA
9.6k from Westport Historical Society center

Accommodations, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms7 Guests
New to Booking
$546
Average price / night
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Newly Renovated Home in Westport CT, Private Pool, Walk to Town, Close to Beach
Newly Renovated Home in Westport CT, Private Pool, Walk to Town, Close to Beach
House
Westport, CT, 06880, United States
0.9k from Westport Historical Society center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Pool

3 Bedrooms10 Guests
New to Booking
$1169
Average price / night
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Westport: Walk to Town, Private Natural Setting, Lovely Neighborhood
Westport: Walk to Town, Private Natural Setting, Lovely Neighborhood
House
Westport, CT, 06880, United States
1.2k from Westport Historical Society center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

5 Bedrooms8 Guests
9.8

Exceptional

14 reviews

$823
Average price / night
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Modern Farmhouse
Modern Farmhouse
House
Westport, CT, 06880, United States
1.3k from Westport Historical Society center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$887
Average price / night
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Your Summer Retreat, Modern and Spacious 5-bed house in marvelous Westport, CT!
Your Summer Retreat, Modern and Spacious 5-bed house in marvelous Westport, CT!
House
Westport, CT, 06880, United States
1.5k from Westport Historical Society center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$1759
Average price / night
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Bright and cheery summer retreat. Close to Compo, Saugatuck dining, and town.
Bright and cheery summer retreat. Close to Compo, Saugatuck dining, and town.
House
Westport, CT, 06880, United States
2.2k from Westport Historical Society center

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

4 Bedrooms8 Guests
9.6

Exceptional

16 reviews

$587
Average price / night
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3 Bedroom Luxury Cape - Walk To Train & Beach
3 Bedroom Luxury Cape - Walk To Train & Beach
House
Westport, CT, 06880, United States
2.3k from Westport Historical Society center

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

3 Bedrooms6 Guests
8.8

Fabulous

10 reviews

$538
Average price / night
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Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
House
Westport, CT, 06880, United States
2.7k from Westport Historical Society center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1176
Average price / night
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Westport summer 5 bed home on quiet street 6 mins to the beach! Pool!
Westport summer 5 bed home on quiet street 6 mins to the beach! Pool!
House
Westport, CT, 06880, United States
3.0k from Westport Historical Society center

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

5 Bedrooms10 Guests
New to Booking
$1346
Average price / night
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Westport Compo Beach Summer rental with Water Views & infinity Pool
Westport Compo Beach Summer rental with Water Views & infinity Pool
House
Westport, CT, 06880, United States
3.6k from Westport Historical Society center

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

5 Bedrooms10 Guests
New to Booking
$2754
Average price / night
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Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
House
Norwalk, CT, 06851, United States
4.1k from Westport Historical Society center

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

4 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$544
Average price / night
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Fabulous private home on desirable street in Westport.
Fabulous private home on desirable street in Westport.
House
Westport, CT, 06880, United States
4.3k from Westport Historical Society center

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

4 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$935
Average price / night
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A private summer compound in Westport, CT - total seclusion yet close to it all
A private summer compound in Westport, CT - total seclusion yet close to it all
House
Westport, CT, 06880, United States
4.3k from Westport Historical Society center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

6 Bedrooms12 Guests
10.0

Exceptional

5 reviews

$1620
Average price / night
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Nama-stay, sweet pink Saugatuck Shores beach cottage
Nama-stay, sweet pink Saugatuck Shores beach cottage
Cottage
Westport, CT, 06880, United States
4.7k from Westport Historical Society center

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

3 Bedrooms4 Guests
9.2

Superb

16 reviews

$470
Average price / night
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DIRECT WATERFRONT Beachhouse!
DIRECT WATERFRONT Beachhouse!
Cottage
Westport, CT, 06880, United States
5.0k from Westport Historical Society center

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

2 Bedrooms4 Guests
New to Booking
$496
Average price / night
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Modern Waterfront Home  <br>steps from the water in quiet beachside neighborhood
Modern Waterfront Home <br>steps from the water in quiet beachside neighborhood
House
Westport, CT, 06880, United States
5.0k from Westport Historical Society center

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

3 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$581
Average price / night
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Guesthouse at Norwalk Inn
Guesthouse at Norwalk Inn
Apartment
93 East Avenue, Norwalk, CT, 06851, United States
5.0k from Westport Historical Society center

AC, Bar, Breakfast Available, Business Services, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour, Heater

1 Bedroom2 Guests
8.6

Fabulous

42 reviews

$404
Average price / night
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Westport \"Gold Coast\" across from Southport beach
Westport \"Gold Coast\" across from Southport beach
Cottage
Fairfield, CT, 06890, United States
5.7k from Westport Historical Society center

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

1 Bedroom3 Guests
10.0

Exceptional

101 reviews

$273
Average price / night
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Seaside Serenity: 2B 1B, Patio,Near Beach
Seaside Serenity: 2B 1B, Patio,Near Beach
Cottage
Norwalk, CT, 06855, United States
6.2k from Westport Historical Society center

AC, Barbecue, Dryer, Heater, Internet, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
9.8

Exceptional

24 reviews

$451
Average price / night
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Interior Designer's Enchanting Home with Private Beach 1.5hrs from Brooklyn
Interior Designer's Enchanting Home with Private Beach 1.5hrs from Brooklyn
House
Weston, CT, 06883, United States
8.0k from Westport Historical Society center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1623
Average price / night
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Stareway to Heaven Su
Stareway to Heaven Su
House
Fairfield, CT, 06824, United States
8.1k from Westport Historical Society center

AC, Balcony, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$470
Average price / night
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Charming Coastal Retreat with Salt Marsh Sunset Views
Charming Coastal Retreat with Salt Marsh Sunset Views
Cottage
Fairfield, CT, 06824, United States
8.3k from Westport Historical Society center

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

4 Bedrooms8 Guests
9.0

Fabulous

4 reviews

$521
Average price / night
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Luxury 3-Acre Estate: Private Pool, Basketball Court & Designer Interiors
Luxury 3-Acre Estate: Private Pool, Basketball Court & Designer Interiors
House
Weston, CT, 06883, United States
8.4k from Westport Historical Society center

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

4 Bedrooms8 Guests
New to Booking
$1150
Average price / night
Check Availability

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 Oceanfront Rentals in Westport Historical Society.

Where to stay in Westport Historical Society? Best neighborhoods & areas

Westport Historical Society Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 39 verified oceanfront rentals in Westport Historical Society. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Westport Historical Society vary depending on the property size, exact beachfront location, and season. Rates typically start from around $273 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Westport Historical Society offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Westport Historical Society welcome pets. Currently, 19 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Westport Historical Society often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.