Short-Term Rentals in Chalker Beach, CT: Compare 10+ Sites & Save

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191 Best Short-Term 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
Check Availability
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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Chalker Beach, Beachfront Home in Old Saybrook, Connecticut,
Chalker Beach, Beachfront Home in Old Saybrook, Connecticut,
House
Old Saybrook, CT, 06475, United States
0.4k from Chalker Beach center

AC, Dryer, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$805
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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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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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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Charming waterfront cottage in Indiantown Old Saybrook
Charming waterfront cottage in Indiantown Old Saybrook
Cottage
Old Saybrook, CT, 06475, United States
0.6k from Chalker Beach center

Barbecue, Fireplace, Free Parking, Heater, Living Area, Microwave, No Smoking, TV

1 Bedroom3 Guests
New to Booking
$335
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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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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Westbrook Home with Ocean Views - Walk to Beach
Westbrook Home with Ocean Views - Walk to Beach
House
Westbrook, CT, USA
3.2k from Chalker Beach center

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

2 Bedrooms4 Guests
3.0

Review score

1 reviews

$339
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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Charming Old Saybrook Cottage Less Than 1 Mi to Beach
Charming Old Saybrook Cottage Less Than 1 Mi to Beach
House
Old Saybrook, CT, USA
3.5k from Chalker Beach center

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

4 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$474
Average price / night
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Chalker Beach cottage, steps to private beach.
Chalker Beach cottage, steps to private beach.
Cottage
Old Saybrook, CT, 06475, United States
0.7k from Chalker Beach center

AC, Heater, No Smoking

3 Bedrooms6 Guests
New to Booking
$529
Average price / night
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Cozy Westbrook Vacation Rental - Walk to Beach!
Cozy Westbrook Vacation Rental - Walk to Beach!
House
Westbrook, CT, USA
4.6k from Chalker Beach center

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

3 Bedrooms6 Guests
9.0

Fabulous

3 reviews

$460
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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The Sharlene Cottage
The Sharlene Cottage
House
Chalker Beach, Old Saybrook, Connecticut, USA
7.8k from Chalker Beach center

Internet, View, Kitchen, Air Conditioner, Parking, Oceanfront, Smoking

3 Bedrooms8 Guests
New to Booking
$450
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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Waterfront Cottage with Sunroom and Patio and Grill
Waterfront Cottage with Sunroom and Patio and Grill
House
Clinton, CT, USA
9.4k from Chalker Beach center

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

2 Bedrooms4 Guests
New to Booking
$233
Average price / night
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Waterfront home in the town of Old Saybrook, CT, walk to beach in a minute.
Waterfront home in the town of Old Saybrook, CT, walk to beach in a minute.
House
Old Saybrook, CT, 06475, United States
0.8k from Chalker Beach center

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

4 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$1283
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
Check Availability
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC
Cottage
Old Saybrook, CT, 06475, United States
0.9k from Chalker Beach center

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

3 Bedrooms5 Guests
9.8

Exceptional

9 reviews

$391
Average price / night
Check Availability
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
Check Availability
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
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 Short-Term Rentals in Chalker Beach.

Where to stay in Chalker Beach? Best neighborhoods & areas

Chalker Beach Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 191 verified short-term rentals in Chalker Beach, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Chalker Beach vary depending on location, property size, and travel dates. Rates typically start from around $168 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Chalker Beach include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Chalker Beach, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Chalker Beach often include amenities such as View, Internet, and Ocean View, providing a comfortable and convenient stay.

Short-term rentals in Chalker Beach are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.