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Old Saybrook vacation rentals

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Old Saybrook vacation rentals

Beachfront
Self check-in
Gym
BBQ grill
Laptop-friendly workspace

Stay near Old Saybrook's top sights

Florence Griswold Museum65 locals recommend
Essex Steam Train & Riverboat60 locals recommend
The Katharine Hepburn Cultural Arts Center52 locals recommend
The Griswold Inn49 locals recommend
Westbrook Outlets44 locals recommend
Connecticut River Museum38 locals recommend

Old Saybrook beach vacation rentals

Superhost

Home in New London

4.92 out of 5 average rating, 338 reviews

Amazing Beach House

Guest favorite

Cottage in North Fork

4.97 out of 5 average rating, 149 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Guest favorite

Home in Milford

4.94 out of 5 average rating, 134 reviews

#2 Milford Beach by Charles Island/Silver Sands Pk

Guest favorite

Tiny home in South Kingstown

4.98 out of 5 average rating, 110 reviews

Log Cabin by the Beach!

Guest favorite

Cottage in Charlestown

4.89 out of 5 average rating, 154 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

Guest favorite

Home in Clinton

4.96 out of 5 average rating, 114 reviews

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON

Guest favorite

Home in Old Saybrook

4.97 out of 5 average rating, 118 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

Guest favorite

Home in Montauk

4.99 out of 5 average rating, 100 reviews

6 minute walk to Ditch Plains Beach

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Old Saybrook cottage rentals

Guest favorite

Cottage in Ledyard

4.9 out of 5 average rating, 166 reviews

Waterfront cottage overhanging the water!

Guest favorite

Cottage in Voluntown

4.95 out of 5 average rating, 195 reviews

Lakeside Cottage in the Forest

Guest favorite

Cottage in Hopkinton

4.98 out of 5 average rating, 137 reviews

Lakeside Cottage in Hope Valley, RI

Guest favorite

Cottage in Woodmont

4.88 out of 5 average rating, 147 reviews

Waterfront Beach Cottage

Superhost

Cottage in Port Jefferson Station

4.8 out of 5 average rating, 430 reviews

The Red Cottage Circa 1936

Guest favorite

Cottage in Goshen

4.95 out of 5 average rating, 120 reviews

Country Cottage in Goshen

Guest favorite

Cottage in Narragansett

4.92 out of 5 average rating, 551 reviews

The Frenchman Cottage · Close to Newport, Beaches

Superhost

Cottage in South Kingstown

4.88 out of 5 average rating, 112 reviews

2 BR East Matunuck cottage 7 min walk to beach!

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Beach cottage rentals in Old Saybrook

Guest favorite

Cottage in South Kingstown

4.94 out of 5 average rating, 222 reviews

Riverview beach cottage

Guest favorite

Cottage in South Kingstown

4.94 out of 5 average rating, 125 reviews

The Snug Cottage: Walk to Water-Newly Renovated

Guest favorite

Cottage in South Kingstown

5 out of 5 average rating, 125 reviews

A very special beach cottage in the country

Guest favorite

Cottage in Narragansett

4.86 out of 5 average rating, 113 reviews

Bonnet's Little Beauty !

Guest favorite

Cottage in Milford

4.96 out of 5 average rating, 284 reviews

Fall Sale|Cozy Cottage|Walk to Beach|Pet-friendly

Guest favorite

Cottage in Montauk

4.93 out of 5 average rating, 198 reviews

Montauk View Cottage

Guest favorite

Cottage in Montauk

4.88 out of 5 average rating, 238 reviews

Waterfront Cottage, Fort Pond MTK

Guest favorite

Cottage in Westbrook

4.88 out of 5 average rating, 127 reviews

Peaceful Riverfront Cottage w/Dock, Walk to Beach

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Quick stats about vacation rentals in Old Saybrook

  • Total rentals

    120 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    3.3K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Frequently Asked Questions

  • What types of vacation rentals are available in Old Saybrook?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Old Saybrook. From over 20 cottage rentals to over 90 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Old Saybrook?

    Yes! Work meets play with ease at over 60 vacation rentals in Old Saybrook featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Old Saybrook?

    Four-legged friends are welcome in Old Saybrook. Choose from more than 40 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Old Saybrook?

    Experience the best of Old Saybrook with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Old Saybrook have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Old Saybrook. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Old Saybrook?

    Old Saybrook has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Old Saybrook have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Old Saybrook. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Old Saybrook have self check-in?

    Absolutely! We offer over 30 house rentals with self check-in in Old Saybrook. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore