Our other sites
Get A Free World Heritage Guide »
SeatGuru
Family Vacation Critic
Cruise Critic
BookingBuddy
We recommend:
We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers: Windows: Internet Explorer, Mozilla Firefox. Mac: Safari.

Westbrook Vacation Rentals

Hotels (1)

B&Bs / Inns (6)

Specialty Lodging (0)

Vacation Rentals (45)

The safest rental experience online

Rent from verified owners and managers, and read reviews before you book.

Find out what to expect »

In partnership with:

Get listed!

Add your property »

New and Featured
O7ST17, Old Lyme
O7ST17
    Price: €1,141 - €1,581/week
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 1
    • Contact Manager
O4S46U, Old Lyme
O4S46U
    Price: €611 - €833/week
  • Bedrooms: 4, sleeps 6
  • Bathrooms: 1
    • Contact Manager
O2A91, Old Lyme
O2A91
    Price: €1,196 - €1,459/week
  • Bedrooms: 3, sleeps 6
  • Bathrooms: 1
    • Contact Manager
O1W29, Old Lyme
O1W29
    Price: €1,131/week
  • Bedrooms: 3, sleeps 7
  • Bathrooms: 2
    • Contact Manager
O2W67, Old Lyme
O2W67
    Price: €822 - €1,138/week
  • Bedrooms: 3, sleeps 6
  • Bathrooms: 1
    • Contact Manager
O5O824, Old Lyme
O5O824
    Price: €909 - €1,261/week
  • Bedrooms: 2, sleeps 5
  • Bathrooms: 1
    • Contact Manager
O1S47, Old Lyme
O1S47
    Price: €1,764/week
  • Bedrooms: 4, sleeps 9
  • Bathrooms: 2
    • Contact Manager
O2CO72, Old Lyme
O2CO72
    Price: €986 - €1,243/week
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 1
    • Contact Manager
O2C65, Old Lyme
O2C65
    Price: €683 - €861/week
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 1
    • Contact Manager
O1W62, Old Lyme
O1W62
    Price: €1,250 - €1,979/week
  • Bedrooms: 4, sleeps 7
  • Bathrooms: 2
    • Contact Manager

Search Westbrook Vacation Rentals

Clear dates

Advanced Search

Vacation rentals you can trust

[ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Charming Beach House with Spectacular Views, Westbrook
Charming Beach House with Spectacular Views
Contact Owner
Management: Verified owner
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 2
Gorgeous September weeks available. This 4 bedroom 1920's beach house has been totaly renovated within the year. Hardwood floors throughout, a brand new ...
  • Nightly
    --
  • Weekly
    €1,215 - €1,372
  • Monthly
    --

The following rentals are within 25 miles of Westbrook, Connecticut.

O1N19, Old Lyme
O1N19
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 1
For the economy minded, this cottage is one of the best bargainsat the beach. Recreation program for kids, near all the necessities including a new community ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    --
CHARMING ARTIST OWNED SHORELINE COTTAGE WITH BEACH, Old Saybrook
CHARMING ARTIST OWNED SHORELINE COTTAGE WITH BEACH
Contact Owner
Nightly rate from
€139
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 2, sleeps 7
Bathrooms: 1
Charming 2 bedroom 1 bath sleep 7. Walk to the private beach in one of the nicest areas alone Ct shoreline.Experience New England’s shoreline year round at ...
  • Nightly
    €139 - €156
  • Weekly
    €833 - €1,250
  • Monthly
    €1,389 - €4,167
Caribbean Style Cottage Across from Water & Beach, Shelter Island
Caribbean Style Cottage Across from Water & Beach
Contact Owner
Nightly rate from
€226
Management: Verified owner
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 2
Long Island NY Zen-Like Caribbean Euro Style Secluded Cottage Rental across from Beach and waterfront in Estate section of Shelter Island. A weeks stay at ...
  • Nightly
    €226
  • Weekly
    €1,389 - €2,500
  • Monthly
    €5,105 - €7,640
O1N49, Old Lyme
O1N49
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 2
Only five houses from sandy beach. Constant favorable comments.Comfortable older remodeled home with modern natural flare.15 miles from New London, USCG, ...
  • Nightly
    --
  • Weekly
    €1,064 - €1,475
  • Monthly
    --
E8A4, Niantic
E8A4
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 2
Enjoy fabulous view of LI Sound and Rocky Neck State Park from this immaculate hilltop home in Giants Neck Beach. A wonderful retreat for winter get-a-ways ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    --
O6B57, Old Lyme
O6B57
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 7
Bathrooms: 2
Lovely near waterfront summer home only a few steps to the sand in your toes! Immaculate interior and yard. This fine property is located in a private gated ...
  • Nightly
    --
  • Weekly
    €1,131 - €1,416
  • Monthly
    --
O3CO32, Old Lyme
O3CO32
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 1
Nice petit ranch. A corner lot location 2 blocks from a beautiful sandy beach. Available 4 seasons for short vacation get-a-ways. Near the Carosel, shops, ...
  • Nightly
    --
  • Weekly
    €689 - €955
  • Monthly
    --
O2W84, Old Lyme
O2W84
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 1
Open plan one level cottage directly on the sand. Just step outfront onto your beach blanket. Convenience store nearby. Policy: Smoking not allowed, Pets not ...
  • Nightly
    --
  • Weekly
    €1,213 - €1,681
  • Monthly
    --
O2C27, Old Lyme
O2C27
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 1
Summer or Academic winter rental.Centrally cooled and heated. Utilities included summer. An exceptionally offer for a nice house at the sea shore and Hawks ...
  • Nightly
    --
  • Weekly
    €606 - €840
  • Monthly
    --
O1S10, Old Lyme
O1S10
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 5
Bathrooms: 1
A delighful family cottage. Ocean View with beach across a sandy lane. Wonderful panoramic views across Long Island Sound and a great sandy town beach. Enjoy ...
  • Nightly
    --
  • Weekly
    €1,806
  • Monthly
    --
O1N09, Old Lyme
O1N09
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 1
Comfortable family cottage 3 min walk to sandy beach.Treed yard for cook outs etc. Policy: Smoking not allowed, Pets not allowed Minimum Stay: 1 ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    --
O2W54, Old Lyme
O2W54
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 5
Bathrooms: 1
A top quality large raised ranch home near private sandy private beach.Accessable to many tourist sites, restaurants , cultural, historic and water related ...
  • Nightly
    --
  • Weekly
    €772 - €1,070
  • Monthly
    --
O3F4, Old Lyme
O3F4
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 1
Delightful family cottage and private sandy Long Island Sound beach only a short 5 minute walk away.Near amusements, shops and restaurants. A nice family ...
  • Nightly
    --
  • Weekly
    €637 - €840
  • Monthly
    --
O3L5, Old Lyme
O3L5
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 2
A delightful newly refurbished and refurnished all year home walking distance to private sandy Miami Beach. Private parking at beach. Policy: Smoking not ...
  • Nightly
    --
  • Weekly
    €764 - €917
  • Monthly
    --
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns