Beach Home Rentals in Chalker Beach, CT: Compare 10+ Sites & Save

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  6.  Chalker Beach

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54 Beach Home Rentals in Chalker Beach (Starting from $168)

Grandmas Cottage with Sunroom Walk to Beach
Grandmas Cottage with Sunroom Walk to Beach
House
Old Saybrook, CT, USA
0.9k from Chalker Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms5 Guests
New to Booking
$284
Average price / night
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1910 Beach home: CT's most exquisite private beach!
1910 Beach home: CT's most exquisite private beach!
House
Old Saybrook, CT, 06475, United States
0.1k from Chalker Beach center

Barbecue, Fireplace, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

4 Bedrooms10 Guests
9.6

Exceptional

13 reviews

$575
Average price / night
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Charming Westbrook Cottage, Steps to Private Beach
Charming Westbrook Cottage, Steps to Private Beach
House
Westbrook, CT, USA
1.1k from Chalker Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

3 Bedrooms7 Guests
6.7

Good

3 reviews

$226
Average price / night
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Chalker Beach House Steps to the Water!
Chalker Beach House Steps to the Water!
House
Old Saybrook, CT, 06475, United States
0.2k from Chalker Beach center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
8.0

Good

2 reviews

$985
Average price / night
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Dreamy Waterfront Westbrook Home on Private Beach
Dreamy Waterfront Westbrook Home on Private Beach
House
Westbrook, CT, USA
1.1k from Chalker Beach center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Beach

3 Bedrooms6 Guests
New to Booking
$276
Average price / night
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Charming year-round beach home in Indian Town, Old Saybrook
Charming year-round beach home in Indian Town, Old Saybrook
House
Old Saybrook, CT, 06475, United States
0.6k from Chalker Beach center

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

3 Bedrooms8 Guests
9.6

Exceptional

7 reviews

$703
Average price / night
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Saybrook Manor Beach House
Saybrook Manor Beach House
House
Old Saybrook, CT, USA
1.1k from Chalker Beach center

Child Friendly, Laundry, View, Private Beach, Internet, Air Conditioner, Balcony/Terrace

3 Bedrooms10 Guests
8.0

Good

1 reviews

$285
Average price / night
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Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12  Linens Included
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
House
Old Saybrook, CT, 06475, United States
0.6k from Chalker Beach center

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

3 Bedrooms12 Guests
10.0

Exceptional

35 reviews

$819
Average price / night
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Great Hammock Getaway
Great Hammock Getaway
House
Old Saybrook, CT, USA
1.3k from Chalker Beach center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Jacuzzis

3 Bedrooms8 Guests
9.8

Exceptional

5 reviews

$301
Average price / night
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Beach House steps to private beaches in sought after location!
Beach House steps to private beaches in sought after location!
House
Old Saybrook, CT, 06475, United States
0.6k from Chalker Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

46 reviews

$561
Average price / night
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Cozy apartment, private beach & jacuzzi
Cozy apartment, private beach & jacuzzi
Apartment
Westbrook, CT, USA
1.3k from Chalker Beach center

Apartments, Cheap, Accommodations, Parking, Lodgings, Beach, Jacuzzis, Places to stay, Self-catering

1 Bedroom4 Guests
9.5

Superb

8 reviews

$168
Average price / night
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Vintage Cottage- 2 Bedrooms, Sleeps 6 Comfortably, Chalker Beach
Vintage Cottage- 2 Bedrooms, Sleeps 6 Comfortably, Chalker Beach
Cottage
Old Saybrook, CT, 06475, United States
0.7k from Chalker Beach center

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

2 Bedrooms6 Guests
10.0

Exceptional

38 reviews

$258
Average price / night
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Water's Edge Resort & Spa
Water's Edge Resort & Spa
Resort
Westbrook, CT, USA
2.4k from Chalker Beach center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, 3-star, Lodgings, Beach

18 Bedrooms72 Guests
8.6

Fabulous

419 reviews

$189
Average price / night
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Family Friendly, Beach Themed Cottage - Chalker Beach
Family Friendly, Beach Themed Cottage - Chalker Beach
Cottage
Old Saybrook, CT, 06475, United States
0.7k from Chalker Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

60 reviews

$299
Average price / night
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54 Steps to the Beach
54 Steps to the Beach
House
Old Saybrook, CT, 06475, United States
0.8k from Chalker Beach center

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

4 Bedrooms8 Guests
9.6

Exceptional

8 reviews

$517
Average price / night
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Great family home, fenced in back yard and Weber grill.
Great family home, fenced in back yard and Weber grill.
House
Old Saybrook, CT, 06475, United States
0.8k from Chalker Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

40 reviews

$471
Average price / night
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RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.
RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.
Cottage
Westbrook, CT, 06498, United States
0.9k from Chalker Beach center

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

4 Bedrooms8 Guests
9.8

Exceptional

113 reviews

$357
Average price / night
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Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
House
Old Saybrook, CT, 06475, United States
0.9k from Chalker Beach center

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

2 Bedrooms4 Guests
9.8

Exceptional

50 reviews

$205
Average price / night
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'Grandma's Cottage' w/ Sunroom: Walk to Beach
'Grandma's Cottage' w/ Sunroom: Walk to Beach
Cottage
Old Saybrook, CT, 06475, United States
0.9k from Chalker Beach center

AC, Free Parking, Kitchen, Microwave, No Smoking, Toys, TV

3 Bedrooms5 Guests
9.0

Fabulous

6 reviews

$204
Average price / night
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Blue House - Steps from the Beach
Blue House - Steps from the Beach
House
Westbrook, CT, 06498, United States
1.0k from Chalker Beach center

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

3 Bedrooms6 Guests
9.8

Exceptional

11 reviews

$720
Average price / night
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Charming 3-bedroom cottage short walk to Chalker Beach
Charming 3-bedroom cottage short walk to Chalker Beach
Cottage
Old Saybrook, CT, 06475, United States
1.1k from Chalker Beach center

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

3 Bedrooms9 Guests
10.0

Exceptional

5 reviews

$653
Average price / night
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Little Cottage of Gratitude Saybrook Manor walk to beach
Little Cottage of Gratitude Saybrook Manor walk to beach
Cottage
Old Saybrook, CT, 06475, United States
1.1k from Chalker Beach center

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

2 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$285
Average price / night
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Wonderful location, walk to beach, private yard, credit cards
Wonderful location, walk to beach, private yard, credit cards
Cottage
old saybrook, CT, 06475, United States
1.1k from Chalker Beach center

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

2 Bedrooms6 Guests
9.4

Superb

76 reviews

$473
Average price / night
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Elegant & Timeless Coastal Retreat
Elegant & Timeless Coastal Retreat
House
Westbrook, CT, 06498, United States
1.2k from Chalker Beach center

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

3 Bedrooms7 Guests
New to Booking
$908
Average price / night
Check Availability
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Cottage
Old Saybrook, CT, 06475, United States
1.2k from Chalker Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

66 reviews

$247
Average price / night
Check Availability
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
House
Old Saybrook, CT, 06475, United States
1.3k from Chalker Beach center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
9.8

Exceptional

9 reviews

$679
Average price / night
Check Availability
Charming 1-bedroom apartment with AC, 3 minute walk to beach, and new hot tub
Charming 1-bedroom apartment with AC, 3 minute walk to beach, and new hot tub
Apartment
Westbrook, CT, 06498, United States
1.3k from Chalker Beach center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
9.0

Fabulous

2 reviews

$274
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 Beach Rentals in Chalker Beach.

Where to stay in Chalker Beach? Best neighborhoods & areas

Chalker Beach Beach Rentals on the Map

Frequently Asked Questions

You can explore 54 verified beach rentals in Chalker Beach. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Chalker Beach vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $168 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Chalker Beach offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Chalker Beach welcome pets. Currently, 18 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Chalker Beach often include amenities designed for coastal living, such as Ocean View, View, and Kitchen. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.