Old Saybrook, CT Cottage Rentals from $151

Q: How much do cottages in Old Saybrook cost?

Expect to pay between $151 and $813 per night for cottages in Old Saybrook. No matter your budget, a terrific stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Q: How many cottages are there in Old Saybrook?

Claim your vacation time and pick from cottages in Old Saybrook. Yearning for a place where you can get in touch with nature? Expedia will help you find your ideal stay in only a click or two.

Q: Why book your cottage in Old Saybrook with Expedia?

Expedia has some terrific cottages in Old Saybrook, so start planning for an unforgettable vacation on nature's doorstep. If you have a fixed budget, click on how much you're willing to spend and your preferred property star rating. Or, use our filters to search for cottages with a pool or free WiFi. We'll help you find the perfect pad whatever your getaway looks like.

Q: How can I find cheap cottages in Old Saybrook?

With Expedia's helpful filter tool, comparing cheap cottages in Old Saybrook is easy. To find accommodations that'll make your bank balance smile, tailor your search results by budget, star rating and amenities.

Q: What is there to do in Old Saybrook near my cottage?

You'll find loads of terrific things to sink your teeth into in Old Saybrook. Make tracks to major attractions like Harvey's Beach , Katharine Hepburn Cultural Arts Center and Chalker Beach . Essex Saybrook Antique Village Shopping Center , Crystal Lake Town Park and Saybrook Country Barn are other highlights.

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Our top choices for Old Saybrook cottages

A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

1. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

Marcy C.

$206 nightly

Nov 12 - Nov 13

Total with taxes and fees

A white cottage with a front door, a garage, and a small porch with a potted plant.

2. The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton

Wink V.

$300 nightly

Nov 12 - Nov 13

Total with taxes and fees

A two-story house with a porch, a mailbox, and a lawn.

3. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Madison

Samantha D.

$252 nightly

Nov 15 - Nov 16

Total with taxes and fees

A two-story house with a porch, multiple windows, and a front door.

4. Adorable Cottage with Cottage porch, walk to water & town

Westbrook Center

Francine F.

$497 nightly

Nov 12 - Nov 13

Total with taxes and fees

A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

5. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Center

$353 nightly

Dec 2 - Dec 3

Total with taxes and fees

A lakeside house with a deck, surrounded by trees and a dock.

6. Waterfront! Brand New Cozy Cottage in Old Lyme, CT

Old Lyme

Jessica H.

$403 nightly

Nov 20 - Nov 21

Total with taxes and fees

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

7. North Fork Resort

Greenport

Altynai

$321 nightly

Nov 15 - Nov 16

Total with taxes and fees

A small white house with black shutters, a porch, and a red barn in the background.

8. The Tiny Cottage & Mini Farm

Oakdale,

Paul

$134 nightly

Nov 15 - Nov 16

Total with taxes and fees

A small, single-story house with a white porch and a wooden front door.

9. Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Waterford

Jenna K.

$302 nightly

Dec 2 - Dec 3

Total with taxes and fees

A deck with a grill, a glass table, and kayaks by a lake.

10. Lakeside cottage overhanging the water, beautiful window views across the lake

Ledyard

Himali P.

$228 nightly

Nov 12 - Nov 13

Total with taxes and fees

A small white house with a green door, two wicker chairs with red cushions, and a welcome mat.

11. 115 Rose Cottage with 2 bedroom walk to Groton Bay

Groton

Meredith

$341 nightly

Dec 7 - Dec 8

Total with taxes and fees

A small, single-story building with a red door and windows, a covered picnic table, and a barbecue grill outside.

12. Lakeside cottage ON the water with beautiful views up the lake!

Ledyard

Caitlyn G.

$266 nightly

Nov 18 - Nov 19

Total with taxes and fees

A covered outdoor deck with wicker furniture, a ceiling fan, and a view of a park.

13. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton

$701 nightly

Nov 22 - Nov 23

Total with taxes and fees

A single-story house with a grey exterior, a front door, and two windows.

14. The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Stonington

Danielle V.

$214 nightly

Nov 12 - Nov 13

Total with taxes and fees

A dining area with a round wooden table surrounded by six white chairs with dark cushions. A potted plant with green foliage and pink flowers is placed in the center.

15. Privet Farm cottage with AC and Deck in charming Salem Connecticut

Salem

Kellie

$273 nightly

Nov 12 - Nov 13

Total with taxes and fees

A covered outdoor seating area with wicker furniture, a wooden table, and a bottle of wine.

16. Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Ledyard

Kim S.

$233 nightly

Nov 12 - Nov 13

Total with taxes and fees

A deck with a gray sofa, a wooden chair, and a metal fire pit.

17. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Greenport

Jeannette M.

$712 nightly

Dec 1 - Dec 2

Total with taxes and fees

A covered outdoor seating area with a view of a lake and dock.

18. Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

West Mystic

Cathy M.

$259 nightly

Nov 12 - Nov 13

Total with taxes and fees

A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

19. Cozy Home near private beach , close to New Haven area colleges Hospitals

Branford

Vincent

$256 nightly

Nov 16 - Nov 17

Total with taxes and fees

A single-story house with a sloped roof, a front porch, and a small garden with various plants and flowers.

20. Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome

Westerly

Rachel A.

$359 nightly

Nov 22 - Nov 23

Total with taxes and fees

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Old Saybrook and related destinations

Stroll the historic Main Street where local shops and seafood restaurants showcase New England's coastal charm. Kayak along the peaceful Connecticut River or relax at Harvey's Beach, where sunset views of Long Island Sound captivate visitors.

See all hotels in Old Saybrook

A coastal town with a lighthouse, houses, and a river.

Frequently Asked Questions

How much do cottages in Old Saybrook cost?

Expect to pay between $151 and $813 per night for cottages in Old Saybrook. No matter your budget, a terrific stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Old Saybrook?

Claim your vacation time and pick from cottages in Old Saybrook. Yearning for a place where you can get in touch with nature? Expedia will help you find your ideal stay in only a click or two.

Why book your cottage in Old Saybrook with Expedia?

Expedia has some terrific cottages in Old Saybrook, so start planning for an unforgettable vacation on nature's doorstep. If you have a fixed budget, click on how much you're willing to spend and your preferred property star rating. Or, use our filters to search for cottages with a pool or free WiFi. We'll help you find the perfect pad whatever your getaway looks like.

How can I find cheap cottages in Old Saybrook?

With Expedia's helpful filter tool, comparing cheap cottages in Old Saybrook is easy. To find accommodations that'll make your bank balance smile, tailor your search results by budget, star rating and amenities.

What is there to do in Old Saybrook near my cottage?

You'll find loads of terrific things to sink your teeth into in Old Saybrook. Make tracks to major attractions like Harvey's Beach, Katharine Hepburn Cultural Arts Center and Chalker Beach. Essex Saybrook Antique Village Shopping Center, Crystal Lake Town Park and Saybrook Country Barn are other highlights.

Explore a world of travel with Expedia

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Upfront pricing

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Old Saybrook cottages

1. 1-bedroom cottage with Grove Beach 🏖️ access.

2. The gardners Cottage 1 mile from long Island Sound - pet friendly

3. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

4. Adorable Cottage with Cottage porch, walk to water & town

5. Westbrook Getaway-Near Beaches, Train & Shoreline

6. Waterfront! Brand New Cozy Cottage in Old Lyme, CT

7. North Fork Resort

8. The Tiny Cottage & Mini Farm

9. Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

10. Lakeside cottage overhanging the water, beautiful window views across the lake

11. 115 Rose Cottage with 2 bedroom walk to Groton Bay

12. Lakeside cottage ON the water with beautiful views up the lake!

13. Groton Home < 1 Mi to Beach on Long Island Sound!

14. The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

15. Privet Farm cottage with AC and Deck in charming Salem Connecticut

16. Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

17. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

18. Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

19. Cozy Home near private beach , close to New Haven area colleges Hospitals

20. Ocean Shire ☆ Where the Woods Meet Sea￼ - No Checkout Rules ꕀ Pets Welcome

Old Saybrook and related destinations

Frequently Asked Questions

How much do cottages in Old Saybrook cost?

How many cottages are there in Old Saybrook?

Why book your cottage in Old Saybrook with Expedia?

How can I find cheap cottages in Old Saybrook?

What is there to do in Old Saybrook near my cottage?

Explore a world of travel with Expedia

20. Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome