Vacation Rentals By Owner In Westbrook, CT

Antique charm meets modern convenience. Beautiful 4 bedroom /*2 bathroom (sleeps 8) Victorian beach house with modern style and amenities and a charming 3 bedroom/1 bathroom cottage (sleeps 5) just steps away on the property. Total of seven bedrooms! Sleeps 13 very comfortably! The main house accommodates up to 8 guests comfortably, with the option to include a 9th guest (day bed in one of the King bedrooms) for an additional $150 per night. Just moments to the private association beach. *The home features a beautifully preserved antique soaking tub with a handheld shower—perfect for a relaxed bathing experience.brbrWhen booking:brbr* Entering up to 8 guests will show the standard nightly rate for the main house.br* Entering 9 guests will automatically add $150 per night.br* For 10 or more guests, the guest cottage is required. The price you see will include an additional $800 per night for the cottage, and the 9th guest fee is no longer applied.brbrThis policy is designed to preserve the integrity of the home and its systems while ensuring a seamless and comfortable experience for your group.brbrIf you have any questions, feel free to reach out—we’re happy to help! Cheerful seaside family compound perfect for large extended family or multi families that want to vacation together. Sprawling property large enough to allow for a variety of recreational activities, large heated inground swimming pool with lounge chairs and umbrellas for sunbathing, propane grill and a long outdoor dining table with 10 chairs for barbecuing (additional dining tables are located on cottage porch and by the swimming pool), expansive lawn for privacy, relaxing and recreational activities. Private and tranquil, set on 2 acres. Relax by the fire pit in the Adirondack chairs. Three minutes walk to beautiful private West Beach. There are two lovely outdoor showers on the property.brClose to many enchanting towns to spend an afternoon exploring, like Madison, Old Saybrook, Essex, Chester, Mystic. Wonderful restaurants to dine by the seaside, casual or award winning. There’s something for everyone; Hammonasset Beach State Park, public golf courses, famous Clinton outlet shopping, Essex Steam Train, Gillette Castle, Florence Griswold Museum, Mystic Seaport, Mystic Aquarium.brEnjoy the most beautiful sundrenched long days on the beach, evening walks, family dinners, and everything the Connecticut shoreline has to offer.brbrKitchens are complete with full size range, refrigerator, microwave and dishwasher. Stocked with cookware, hot water kettle, coffee makers, toaster, and blender.brbrProvided:brTowelsbrSoap/shampoo/conditioner brToilet paper brBed linensbrPillowsbrIron/boardbrHair dryerbrBeach/pool towelsbrBeach chairs Propane grill brGames brPatio umbrellas and lounge chairsbrbrPlease note* Absolutely no unauthorized parties or events. NO smoking or vaping indoors, pets are not permitted. Minimum age requirement to rent property. Extra person charge may apply.brCheck in after 4:00 pm, check out by 10:00 am.

Private 2-acre coastal compound with pool + optional guest cottage in Westbrook

Westbrook, Connecticut, United States

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Sleeps

$1689.06

Beachfront home with 2 beaches. Come enjoy sunrise and sunset at Blue Bird. Beautiful decorate 4 bedrooms home with lots of space for the family and entertainment. A memorable home to make new memories.

Beachfront house. Spacious 4-bedroom house in charming Westbrook with AC

Westbrook, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(1)

$393.91

This memorable house is the perfect home base for your trip to Westbrook. With three comfortable bedrooms, including two queen beds and a fun bunk bed, guests can easily relax and unwind. The peaceful setting invites you to enjoy quiet mornings and restful nights. A single bathroom is thoughtfully equipped to meet your needs. Whether you’re traveling with family or friends, this fabulous house offers a superb blend of comfort and convenience. Book now and enjoy everything this house has to offer.

Gorgeous 3-bedroom house in tranquil Westbrook perfect for relaxing getaway

Westbrook, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(30)

$613.5

Unwind in the comfort of this 3-bed, 1.5-bath vacation rental in Westbrook, just steps from West Beach! With a spacious deck and an outdoor dining area, this property provides the perfect setting for relaxation. Explore unique shops and indulge in delicious seafood in charming Downtown Westbrook. You’re sure to experience the beauty of coastal Connecticut and make lasting memories with your loved ones at this quaint home. Your next vacation awaits!brbr-- THE PROPERTY --brbr1,350 Sq Ft | Central A/C | Deck w/ Grill | Ocean & Beach ViewsbrbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin BedsbrbrHOME HIGHLIGHTS: Washer/dryer, Smart TVs, shower/tub combo, outdoor dining area w/ umbrellabrKITCHEN: Dishwasher, stove/oven, refrigerator, microwave, toaster, coffee maker, dishware/flatware, cooking basics, breakfast bar w/ seating, dining tablebrGENERAL: Free WiFi, electric & central heating, ceiling fans, linens/towels, trash bags/paper towels, keyless entrybrFAQ: Fireplace unavailablebrACCESSIBILITY: 1 step to enter, single-story homebrPARKING: Driveway (3 vehicles)brbr-- THE LOCATION --brbrSAND + SUN: West Beach (on-site), Quonset Beach (1 mile), Stannard Beach (2 miles), Middle Beach (2 miles)brSTATE PARKS: Connecticut Valley Railroad State Park (7 miles), Hammonasset Beach State Park (7 miles), Gillette Castle State Park (20 miles)brAREA EXCURSIONS: Westbrook Marine Center (1 mile), Katharine Hepburn Cultural Arts Center (5 miles), Meigs Point Nature Center (6 miles), Essex Steam Train & Riverboat (7 miles)brAIRPORT: Bradley International Airport (57 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story property requires 1 step to enterbr- NOTE: The fireplace is not available for guest use

Cozy Westbrook Vacation Rental - Walk to Beach!

Westbrook, Connecticut, United States

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Bath

Sleeps

$740.69

Welcome to our beautifully updated home, in a peaceful beach neighborhood. Sweet Spot Getaway is a newly renovated charmer, nestled in a quiet cul-de-sac, in a neighborhood with private beach access. Take a 5 minute stroll to the beach, or drive 6 minutes to the town beach. Our home features 3 spacious bedrooms, with the main bedroom on the first floor, 2.5 updated bathrooms, a garage, and a large, open family room. There is a chef's kitchen with all the necessary amenities and new appliances. Grill and chill outside on our covered and uncovered patios, or relax in our central air conditioned, open family room. There is beautiful wood flooring and central A/C controlled by Nest thermostats throughout the entire house.brbrSweet Spot Getaway is easy to get to, as it is about a 5 minute drive off the highway, and accessible to the Westbrook Shoreline East train station for access into NYC. It is the perfect location to work from home and be inspired with creativity as you relax on the quiet private neighborhood beach. Our fast Wi-Fi speeds make remote working easy. brbrHave an event at the Water's Edge Resort or the Elk's Lodge Attending a graduation at Yale or another university Our home can serve as a perfect family friendly alternative to staying on the resort while being only a 1 minute drive to Water's Edge, a 5 minute drive to the Elk's Lodge, and an easy 35 minute drive to Yale. Our large chef's kitchen is modern and stocked with everything you need to cook for your family. We know how challenging it can be travelling with small children. Our Sweet Spot Getaway will give you the space you need for napping, meals, relaxing time, playing games in the backyard, and being able to cook in the kitchen or BBQ on the outdoor propane grill. brbrThere is plenty of space to spread out, with 2 bedrooms upstairs, and a large main bedroom with en-suite bathroom, downstairs. The main bedroom has plenty of room for a portable crib (not provided) for those travelling with infants. Our home has ample space for a family reunion, or a change of scenery to spend the holidays with your friends and family. It is also perfect for a solo trip or a romantic getaway. If you need baby gear during your stay, we recommend renting cribs, car seats, strollers, toys and more from BabyQuip. Visit https://www.babyquip.com/a/y57bjq to make a reservation.brbrEnjoy delicious restaurants, local shopping at 2 different outlet malls, wineries, and of course, the local beaches. There are many surrounding attractions that are easy to reach, including Mohegan Sun and Foxwoods Casinos, the Essex Steam Train & Riverboat, Gillette Castle, the Katherine Hepburn Cultural Arts Center, Goodspeed Opera House, Mystic Aquarium, and Mystic Seaport. brbrWhether planning a family beach vacation, a Fall foliage weekend, or a romantic winter getaway, our home is perfect at any time of year. Our neighborhood is a lovely place to take a quiet stroll or a relaxing bike ride. Come discover the beauty of the New England coastline!

UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge

Westbrook, Connecticut, United States

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Bath

Sleeps

$507.08

Your peaceful getaway awaits in Westbrook at this beautiful oceanfront cottage. Bright & cozy beachfront cottage situated on West Beach/Coral beach in Westbrook, CT conveniently located to restaurants, shops, theatres, premium outlets, Metro North Train Station, CT Casinos and Waters Edge Resort & Spa.brbrbrRelax in a bright, open-concept home furnished with everything you need for an oceanside stay.brLocated in the heart of Westbrook, you’re perfectly positioned for both beach lounging and exploring CTs shoreline. What’s a beach visit without beach necessities In the shed, we offer access to beach chairs, umbrellas, life jackets, coolers and games like cornhole.brbrbrWhen the tide is low, enjoy exploring the large sandbar where you can find treasures on the ocean floor or indulge in fresh seafood at the nearby Snack Shack offering the best areas Lobster Rolls and Pulled-Pork Sandwiches.This beachside haven is more than just a vacation rental; it's a chance to reconnect with nature, unwind with loved ones, and create memories that will last a lifetime. We truly enjoy our time at this beach home and want to share how special it is with others.brbrbrGuest accessbrAs our guest you have access to the entire home, deck, driveway, private road and private beach. Shed filled with beach gear like chairs, coolers, umbrellas, games and more! Please note the beach is shared by neighboring homes.brbrbrbrOther things to notebr1. The town does not allow open fires/bonfires on the property or the beach.br2. The name and contact number of adult guests are required upon booking. The primary guest will be asked to provide a state issued photo ID.br3. Grilling: BBQ grilling is NOT allowed at this home. Beach life is awesome but the winds can complicate life’s treasures like grilling some good food. To prevent the possibility of a fire we have implemented this rule.br4. Included: Exclusive use of the home, contents, bed linens, beach towels, bath towels and personal paper products provided. Should any paper products run out, it is the guest’s responsibility to purchase any for personal use.

Peaceful & bright oceanfront cottage in beautiful Westbrook near West Beach!

Westbrook, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(24)

$326.93

NOW RENTING FOR SUMMER brOn the water, beautiful views of Long Island Sound. The rental is located directly on a private sandy beach with views of Duck Island, and Salt Island. Great sandbars at low tide are perfect for anyone. At low tide you can walk to Salt Island on the sandbars to explore! It is a short walk to town and Waters Edge Resort. In the area there are many great restaurants as well as summer activities. Mystic Seaport , Mystic Aquarium, Essex Steam train, and the Clinton and Westbrook outlets are all a short drive away. The historical Goodspeed Opera House , as well as the Ivoryton Playhouse are available for some terrific shows in the evenings! The rental has a backyard for children to play and a grill for parents to barbeque. There is a large outdoor shower and dressing room for your convenience with hot and cold running water. The front patio features a table and umbrella as well as a scenic view of the beach and water.brThe rental sleeps 5 maximum. There is a fully equipped kitchen, living room, 3 bedrooms and 1 bath.brBedroom one has a king sized bed. Bedroom 2 has one twin bed, and bedroom 3 has 2 twin beds.brYou must provide your own linens and towels, we provide the bedspreads. If you would like us to provide the linens, there is an additional fee of $30 per bed/person.brbrRentals are weekly from Saturday to Saturday from late June to the beginning of September. We will also rent for long weekends in September at a discounted price. Full weeks in June and September are also rented at a discount. Please email me for fee details. We will be happy to provide linens, sheets and towels for a fee of $26.00 per bed.brThis rental is a private dwelling that is part of the larger house.

DIRECT WATERFRONT PRIVATE BEACH

Westbrook, Connecticut, United States

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Bath

Sleeps

Exceptional(1)

$707.37

About this spacebrEscape to this family-friendly retreat just steps from the beach and 2 miles from the heart of Westbrook, CT. Perfect for work or play, the home features a dedicated workspace, high-speed WiFi, a private workout area, and a fun game room for all ages. Enjoy the backyard fire pit and putting green, or explore nearby shoreline towns, shops, and restaurants. Whether you're here for a getaway or working vacation, this home has everything you need to relax and recharge.brThe spacebrEscape to a perfect blend of relaxation, recreation, and coastal charm at our beautifully appointed 3-bedroom home, just steps from the shoreline in picturesque Westbrook, CT. Whether you’re planning a family getaway, a beach weekend with friends, or a working vacation, this home is designed to deliver comfort, fun, and lasting memories.brbrAbout the Space:brAs you enter this inviting home, you’ll be welcomed by a bright and open living area curated for both comfort and style. Lounge on the cozy couches after a day in the sun, stream your favorite shows on the large flat-screen TV, or gather for game night in the open-concept living and dining space. The fully equipped kitchen features modern appliances, ample counter space, and everything you need to prepare family meals or casual bites.brbrBedrooms:brThis home comfortably sleeps up to 6 guests across three thoughtfully designed bedrooms:brbrbrAll rooms are furnished with comfort and relaxation in mind, making it easy to unwind after days spent enjoying the beach or local attractions.brbrEntertainment Haven:brThe game room is a highlight for guests of all ages. Packed with arcade games, a ping pong table, and darts, it’s the perfect space for friendly competition and hours of fun. Rainy day No problem—there’s plenty of indoor entertainment to keep the whole group engaged.brbrPrivate Backyard Oasis:brStep outside to your own private backyard retreat. Practice your short game on the backyard putting green, fire up the grill for a family cookout, or relax with a drink as the sun sets. The fenced yard offers both privacy and space to unwind in nature.brbrWorkout Ready:brStay active during your stay in the home gym, equipped with:brbrSpin bikebrDumbbellsbrStanding heavy bag and morebrPerfect for keeping your routine going—or getting a workout in before hitting the beach.brbrLocation Highlights:brNestled just steps from the beach, the home is perfectly located for exploring Westbrook and the surrounding shoreline towns. Visit nearby restaurants, browse charming local shops, or take a quick drive to attractions like:brbrWestbrook Town Beach – 2.2 milesbrStewart B. McKinney Wildlife Refuge – 2.7 milesbrClinton Crossing Premium Outlets – 3.7 milesbrChamard Vineyards – 4.5 milesbrAmenities:brBackyard putting greenbrOutdoor fire pit & grillbrGame room with arcade games, ping pong, dartsbrHome gym with spin bike, weights, and morebrFully stocked kitchenbrHigh-speed Wi-FibrSmart TVbrWasher and dryerbrDriveway parking

Beachside Bliss w/ Game Room, Gym & Golf Green

Westbrook, Connecticut, United States

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Bath

Sleeps

$545.1

Beautiful resort condo. Resort hotel is on the water - Sleeps 4. First floor unit.brbrIndoor and outdoor pool and beach access. brbrWater's Edge Resort and Spa is CT's premier vacation destination. Located directly on Long Island Sound, Water's edge offers the beach, indoor and outdoor pools, restaurants, spa, exercise facilities, activities for kids and so much more. brbrProperty is one-story condo that sleeps 4. This timeshare has a master bedroom, bathroom, plus an eat-in kitchen and living room with pull out couch, TV, and fireplace. There is a deck off of the unit as well as tons of beautiful common space both indoors and outside at the resort.

Hotel Resort

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4

Westbrook, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(1)

$545.1

Beautiful resort condo. Resort hotel is on the water - Sleeps 6.brbrIndoor and outdoor pool and beach access. brbrWater's Edge Resort and Spa is CT's premier vacation destination. Located directly on Long Island Sound, Water's edge offers the beach, indoor and outdoor pools, restaurants, spa, exercise facilities, activities for kids and so much more. brbrProperty is two-story condo that sleeps 6. This timeshare has a master bedroom, bathroom, a loft with twin beds (and plenty of extra space), plus an eat-in kitchen and living room with pull out couch, TV, and fireplace. There is a deck off of the unit as well as tons of beautiful common space both indoors and outside at the resort.

Hotel Resort

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Westbrook, Connecticut, United States

Bed

Bath

Sleeps

$295.71

Seasonal beach cottage for rent in Westbrook Connnecticut. Premier location walk to Water's Edge. Directly across the street from the beach with private beach rights. Set up for the perfect vacation property! Recently renovated without losing the original charm. 1st bed room sleeps 4 with a full queen bed and on the other side there is twin beds. A seprate cottage houses a Queen bed for privacy. Nicely appointed for your stay. Pets may be considered (please note: ther eis not a washer and dryer on the property) for all details call 8606374657

Adorable Beach Cottage for Monthly Rental Across the street from the beach!

Westbrook, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(9)

$704.88

This beautiful property is a secluded escape as it sits on 3.5 acres of land with an in-ground Pool and Jacuzzi. Plan the family vacation of a lifetime at this 5- bedrooms, 3-bathroom Westbrook vacation rental house that comfortably sleeps up to 11 guests. Enjoy the wooded privacy within minutes of a Cafés, countless dining establishments, and numerous land and water activities.

Secluded Family escape w/ pool & jacuzzi

Westbrook, Connecticut, United States

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Bath

Sleeps

$410.55

Escape to a delightful 2-bedroom condo in Westbrook. This cozy retreat features a king bed and a twin bed, perfect for 6 guests. With a spacious living room that includes a full bed, there's plenty of room to relax and unwind. Enjoy the convenience of amenities like a hair dryer and AC during your stay. A great place to call homebase while you're away, we hope you enjoy your stay.

Condo

Cozy 2-bedroom condo with AC, fitness room in charming Westbrook. Oceanfront,

Westbrook, Connecticut, United States

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Bath

Sleeps

$182.85

A one bedroom cottage in historic Westbrook, a quaint shoreline community on the banks of Long Island Sound, halfway between New York and Boston. This fully furnished cottage features 1 bedroom with queen bed (can be changed to 2 twins for a slight fee), 1 bathroom, living room and eat-in kitchen. Included are satellite TV, WIFI internet, Chromecast for casting from your phone, washer/dryer, and air conditioning. Also included is a beach pass allowing the guest the same beach parking and access privileges that all Westbrook residents enjoy.brbrThe cottage is located at The Cabins directly on US Route 1 (1881 Boston Post Road) and within easy access to shops, dining and water activities in the immediate area. Maximum occupancy is 2 persons. Pets are welcome, however since we strive to maintain extremely high cleaning standards for everyone, pets require special disposition. There is an additional cleaning fee, and we limit pets to one small or medium sized animal. If you are interested in bringing more than one pet or a large animal, please contact us beforehand to make proper arrangements. Please note that if you bring a pet and do not pay the cleaning fee in advance, you are subject to forfeiting some or all of your deposit.brbrOff-season extended stays are negotiable. Stays of 5 weeks or longer always receive a discount - please contact us for more info.

Cozy Cottage at The Cabins

Westbrook, Connecticut, United States

Bath

Sleeps

Exceptional(36)

$621.0

Summer Living on the Shore! Brand new beautiful renovation. Steps to the beach with partial water views. Desirable beach community, private association beach access. The entire cottage is yours. Outdoor grill and patio. WiFi and premium cable, 3 zone cooling and heating. Great to rest and recharge, a romantic get away, or a family holiday by the shore. Beaches, boating and fishing all at your fingertips. A myriad of restaurants. Take a day trip to Mystic Seaport, visit the Submarine Base museum, hike the National Wildlife Reserve, shop the Outlets, 30 minutes to fun at Foxwoods...or simply forget it all and just relax and and enjoy the amazing sun, sand and waves. A summer to remember...and to come back to again and again!

Charming New Beach Cottage

Westbrook, Connecticut, United States

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Bath

Sleeps

$871.47

Sister Sands is a waterfront boho beach house nestled in sunny Westbrook, CT on the Long Island Sound & close to Mohegan Sun, Foxwoods & CT Wineries! br(two-week minimum stay requirement)brbrInterior:brThree bedrooms with Tuft & Needle mattresses and sound machines!brOne full bathroom & 3/4 bathroom!brFully equipped newly renovated kitchen with all appliances, including microwave, coffee and wine bar!brFamily room with queen sleeper sofa, 2 comfy swivel arm chairs, fireplace, & Samsung Frame TV with artwork on display!brGreat Room with 180 degree view of the Long Island Sound and cozy lounging area (3 Love Sac sofas) and 10-seat dining table overlooking the shoreline!brWasher & Dryer included!brAll Utilities included - Heat, Hot Water, Electricity, Central Air, Water, Sewer, Internet, & Garbage removal!brbrExterior:brA large coastal backyard space with large patio, beach sand, & sand bars!brOutdoor patio dining room set, living room set, & 3 lounge chairs!brOutdoor grille + utensils and Bluetooth speaker for outdoor music!br5 parking spots available on driveway!brEquipped with beach chairs, umbrellas, blankets, toys & games, and 2 adult bikes with 2 helmets provided!

Sister Sands, waterfront Boho Beach House on the Long Island Sound-Westbrook,CT

Westbrook, Connecticut, United States

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Bath

Sleeps

$1293.75

This beachfront vacation house is the perfect for time with family and friends. Walk out the door to the beach .Baby gates surround all stairways for child safety. With four bedrooms, including a king bed, two queen beds, a twin bed with trundle and a crib, guests have plenty of space to relax. The master bedroom faces the water with unbelievable views. A soothing living room with stone fireplace and luxury kitchen for family meals will enhance your vacation. Stay comfortable year-round with heating and air condition. Lower level has a 4th bedroom and separate living area with 2 sofas which pull out for extra beds and a full bath. Ideal for multi generation vacationers. Parking limited to 2-3 cars only.

Sunrise and Sunset views are gorgeous from this direct waterfront beach house.

Westbrook, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(10)

$377.03

Nestled in the charming town of Westbrook, this 4-bedroom cottage offers the perfect escape for your next vacation. As you step inside, you'll be greeted by a fully equipped kitchen, complete with a stove, oven, refrigerator, grill, microwave, coffee maker, and all the necessary dishes and utensils to prepare delicious meals. Relax in the cozy living room or enjoy the stunning ocean views from the porch. Families will appreciate the convenience of the available washing machine and dryer, as well as the baby gates for added safety. When you're ready to explore, you'll find a wealth of nearby attractions, including the Clinton Crossing Premium Outlets, Hammonasset Beach State Park, and the Essex Steam Train, all just a short drive away. With free Wi-Fi, TV, games, and books, this cottage provides everything you need for a truly memorable getaway.

2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

Westbrook, Connecticut, United States

Bed

Bath

Sleeps

$339.25