Westbrook holiday homes

We found 412 holiday rentals — enter your dates for availability
Select from 47 homes, 24 cottages and other holiday rentals in Westbrook to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you expect for your stay, including parking and a TV. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Westbrook

Showing deals for:11 Dec - 18 Dec

Dining
Exterior
Room
Interior
Exceptional
(67 reviews)

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

Westbrook

8% off
NZ$12,547
for 7 nights, 1 home
NZ$1,792 per night
includes taxes & fees
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Private kitchen
Outdoor patio fireplace, patio heaters.
Pool
Interior
Exceptional
(57 reviews)

Resort style getaway w/pool, spa, game room & more

East Haddam

7% off
NZ$14,289
for 7 nights, 1 home
NZ$2,041 per night
includes taxes & fees
Resort style getaway w/pool, spa, game room & more
Exterior
Exterior
Exterior detail
Beach
Wonderful
(59 reviews)

2bdr Beachfront; 11A first floor; Old Colony Beach, Old Lyme CT

Old Lyme

8% off
NZ$4,462
for 7 nights, 1 cottage
NZ$637 per night
includes taxes & fees
2bdr Beachfront; 11A first floor; Old Colony Beach, Old Lyme CT
Kitchen
Front of House
Living Room
Aerial view of back deck area
Exceptional
(11 reviews)

4 BED/2 BATH -PRIVATE BEACH: OLD COLONY

Old Lyme

7% off
NZ$8,490
for 7 nights, 1 home
NZ$1,213 per night
includes taxes & fees
4 BED/2 BATH -PRIVATE BEACH: OLD COLONY
Many-a-guest has enjoyed a nice chardonnay from the Adirondack chairs.
The new splash pad will be a hit with the little ones.
Special sunsets overlook the harbor and the Lobster Pound.
Welcoming living room for quiet conversations.
Exceptional
(33 reviews)

Great home walkable to everything!

Guilford

8% off
NZ$8,516
for 7 nights, 1 home
NZ$1,217 per night
includes taxes & fees
Great home walkable to everything!
Living area
Terrace/patio
Private kitchen
Room
Exceptional
(33 reviews)

Updated cottage "Beriozka" on Cedar Lake

Chester

7% off
NZ$2,749
for 7 nights, 1 cottage
NZ$393 per night
includes taxes & fees
Updated cottage "Beriozka" on Cedar Lake
Kitchen
Property grounds
Property grounds
Dining
Exceptional
(17 reviews)

Cornfield Point Cottage

Old Saybrook

8% off
NZ$14,426
for 7 nights, 1 home
NZ$2,061 per night
includes taxes & fees
Cornfield Point Cottage
Kitchen from dining room
Master bed onto balcony
Hall into sitting room
Dining room from kitchen
Exceptional
(34 reviews)

Bohemian Old Life Saving Station with Beach & Pool

East Marion

8% off
NZ$16,938
for 7 nights, 1 home
NZ$2,420 per night
includes taxes & fees
Bohemian Old Life Saving Station with Beach & Pool
3 season porch with couch, 2 upholstered chairs and coffee table
Property grounds
Dining
Level 2 (240V/40amp) EV charger available
Exceptional
(13 reviews)

Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger

Higganum

16% off
NZ$5,695
for 7 nights, 1 home
NZ$814 per night
includes taxes & fees
Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
Full chef's kitchen with new appliances
Winter afternoon from the boathouse
Winter blaze
Ipe deck in the morning sun
Exceptional
(6 reviews)

Gracious Riverfront Home where the Connecticut River and Long Island Sound Meet

Old Lyme

16% off
NZ$10,425
for 7 nights, 1 home
NZ$1,489 per night
includes taxes & fees
Gracious Riverfront Home where the Connecticut River and Long Island Sound Meet
Room
Beach
Living area
Private kitchen
Exceptional
(32 reviews)

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL

Clinton

11% off
NZ$5,161
for 7 nights, 1 home
NZ$737 per night
includes taxes & fees
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Private kitchen
Beautiful sun room for dining
family room
Newly remodeled kitchen
Exceptional
(27 reviews)

Make Memories in Charming Hawk's Nest Beach!

Old Lyme

8% off
NZ$4,449
for 7 nights, 1 home
NZ$636 per night
includes taxes & fees
Make Memories in Charming Hawk's Nest Beach!
Room
Entrance is on the front of the building.
Living area
Living area
Exceptional
(8 reviews)

The Little Chestnut. A charming historic apartment in Downtown Chester

Chester

7% off
NZ$2,641
for 7 nights, 1 apartment
NZ$377 per night
includes taxes & fees
The Little Chestnut. A charming historic apartment in Downtown Chester
Room
Property grounds
One full bedroom w two full sleeper sofas to accommodate 4 guests comfortably.
Private kitchen
Exceptional
(66 reviews)

Summer at the Haddam House

Haddam

8% off
NZ$3,123
for 7 nights, 1 home
NZ$446 per night
includes taxes & fees
Summer at the Haddam House
Living area
Exterior
Interior
Beach
Exceptional
(55 reviews)

2Bdr Beachfront; 11B second floor, Old Colony Beach , CT

Old Lyme

8% off
NZ$3,464
for 7 nights, 1 cottage
NZ$495 per night
includes taxes & fees
2Bdr Beachfront; 11B second floor, Old Colony Beach , CT
Loft View of Living Room
Exterior
Dining
Living Room with view of expandable dining table
Exceptional
(91 reviews)

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Clinton

7% off
NZ$2,475
for 7 nights, 1 cottage
NZ$354 per night
includes taxes & fees
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Gateway to tranquility at the private beach is only a 5 minute walk.
Enter into the open floor plan with updated kitchen, living, and family room.
Chef's kitchen with cooking supplies, large island, and ample cabinet space.
Covered patio is well lit with overhead lighting.
Exceptional
(82 reviews)

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

Westbrook

8% off
NZ$5,778
for 7 nights, 1 home
NZ$825 per night
includes taxes & fees
UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge
Private kitchen
Dining
Take your morning coffee by the waterfall
Living area
Exceptional
(26 reviews)

The Millhouse Downtown Chester

Chester

8% off
NZ$4,563
for 7 nights, 1 apartment
NZ$652 per night
includes taxes & fees
The Millhouse Downtown Chester

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The beachside setting of Westbrook is ready to explore

The beaches and other outdoor surroundings create an inviting atmosphere in Westbrook. Travellers especially like the spas, restaurants and shopping in this relaxing and welcoming city. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Westbrook

Are you hoping to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Westbrook a fun place to get away to. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Island's End Golf and Country Club (12.2 mi / 19.7 km)
  • Kontokosta Winery (12.6 mi / 20.2 km)
  • Machimoodus State Park (14.6 mi / 23.5 km)
  • Dinosaur Place at Nature's Art (15.5 mi / 25 km)
  • Croteaux Vineyards (16.6 mi / 26.7 km)
  • Saybrook Country Barn (3.8 mi / 6.1 km)

Exploring the natural features in Westbrook

Whether you're an adventurous traveller or just want to take in the scenery, Westbrook is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Westbrook Town Beach (0.7 mi / 1.1 km)
  • Harvey's Beach (2.9 mi / 4.7 km)
  • Clinton Town Beach (3.9 mi / 6.2 km)
  • Hammonasset Beach (5.6 mi / 9.1 km)
  • Goose Island (6.2 mi / 10 km)
  • Rocky Neck State Beach (10.9 mi / 17.5 km)

Seasonal weather in Westbrook

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 21°C.

How to get to and around Westbrook

Fly into New London, CT (GON-Groton - New London), the closest airport, located 21.1 mi (34 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Fishers Island, NY (FID-Elizabeth Field), which is 21.9 mi (35.2 km) away.

Frequently asked questions

What is the best area to stay in Westbrook when booking a holiday rental?
When considering a holiday rental in Westbrook, Connecticut, the area around the town centre is an excellent choice. This charming neighbourhood offers a delightful mix of local shops, eateries, and easy access to essential amenities. Not far from the centre, you'll find the scenic Westbrook Town Beach, a lovely spot for sunbathing and swimming during the warmer months.Additionally, the nearby natural beauty of the Hammonasset Beach State Park provides a fantastic opportunity for outdoor enthusiasts, with miles of coastline, nature trails, and picnic areas. The town has a selection of properties, ranging from quaint cottages to more spacious family homes, suiting various preferences and budgets.
Where are the best areas for renting a beach house in Westbrook?
For renting a beach house in Westbrook, Connecticut, the area around Westbrook Town Beach is a fantastic option. This charming neighbourhood features a variety of beach houses that offer direct access to sandy shores, making it ideal for families or groups seeking a fun seaside getaway. Many of the properties here come equipped with outdoor decks, barbecue grills, and spacious living areas, great for enjoying summer evenings and family gatherings.Additionally, the nearby Indigo Beach area provides a more tranquil atmosphere, with rentals that often feature private beach access and breathtaking views of Long Island Sound. These homes typically include amenities such as fully equipped kitchens, laundry facilities, and some even have outdoor showers to rinse off after a day at the beach.For those looking to explore local attractions, the Westbrook centre boasts various shops and restaurants, adding convenience to your stay. Furthermore, the nearby Rocky Neck State Park offers hiking trails and picnic areas, enriching your beach experience with opportunities for outdoor activities.
What is the most popular type of holiday rental accomodation in Westbrook?
In Westbrook, holiday houses are the most popular type of holiday rental, with around 124 available in the area. These homes typically feature spacious layouts, multiple bedrooms, and amenities like fully equipped kitchens and outdoor spaces, great for families or groups seeking comfort and relaxation. Cottages are also quite prevalent, with about 76 options providing a quaint and charming atmosphere that often includes rustic features and proximity to nature. Additionally, there are a small number of condos and several apartments, which cater to travellers looking for a more compact living space.
Are there any family house rentals in Westbrook?
In Westbrook, Connecticut, there are numerous family-friendly house rentals available, with around 33 options for visitors to choose from. The town is known for its beautiful coastal scenery and family-friendly activities, making it an excellent choice for group getaways. Many of these properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can enjoy some playtime.The neighbourhoods around the centre of Westbrook offer easy access to local beaches, such as Westbrook Town Beach, great for a day of sun and sand. Additionally, visitors can explore nearby parks with playgrounds and picnic areas, ideal for family outings. The abundance of amenities, including Wi-Fi and air conditioning, ensures a comfortable stay for all.
Can I rent a holiday home with a pool or hot tub in Westbrook?
In Westbrook, Connecticut, several holiday homes are available for rent that feature pools and hot tubs. This charming coastal town offers a relaxing atmosphere, making it an excellent choice for those seeking a getaway. Many properties boast amenities such as private pools, outdoor lounges, and hot tubs, superb for unwinding after a day of exploring the picturesque shoreline.Travellers can also expect fully equipped kitchens, spacious living areas, and outdoor patios for al fresco dining. The proximity to local beaches and scenic spots adds to the appeal, allowing guests to enjoy both relaxation and outdoor adventures.
Are there pet-friendly house rentals in Westbrook?
In Westbrook, Connecticut, there are several pet-friendly house rentals available for travellers. Many of these properties are located near the picturesque shoreline, allowing easy access to beautiful beaches and scenic spots. Expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like patios or gardens, great for families and groups looking to relax.The area boasts lovely nearby attractions, including the Westbrook Town Beach, where pets are often welcome during the off-peak season, and the scenic Hammock River, which offers opportunities for walking and nature exploration.
Are there any remote work holiday rentals in Westbrook?
In Westbrook, Connecticut, there are numerous remote work holiday rentals available, with around 200 options to choose from. This charming coastal town offers a peaceful environment, ideal for those looking to balance work and leisure. Many properties come equipped with high-speed internet and Wi-Fi, ensuring that you can stay connected while enjoying your surroundings.Travellers can expect a variety of accommodations, from cosy seaside cottages to spacious family homes. Many of these rentals feature dedicated workspaces, comfortable seating areas, and well-equipped kitchens, allowing for a homely atmosphere.Westbrook is well-situated for exploring the beautiful Connecticut shoreline, with nearby beaches, parks, and local dining options. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Westbrook?
In Westbrook, popular rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios that provide outdoor spaces for relaxation and enjoying the coastal scenery. Onsite parking is commonly available, making it convenient for those travelling with their own vehicles. Additionally, many rentals feature coffee and tea makers, superb for a morning brew, and comfortable patios for enjoying the fresh air.
When is the best time to visit Westbrook for a holiday rental?
July is the most popular time to visit Westbrook, Connecticut, attracting holidaymakers eager to enjoy the beautiful Connecticut shoreline. This peak season, which runs from June to August, offers warm weather superb for beach activities, outdoor dining, and exploring local attractions. With temperatures typically reaching the mid-20s to low 30s Celsius, visitors can comfortably partake in sun-soaked adventures or relax by the water.During this lively summer month, the town buzzes with tourists, creating a vibrant setting that enhances your holiday experience. Families and couples alike can indulge in the array of outdoor activities, from sailing to hiking, all while taking in the stunning coastal scenery.If you are looking for a more budget-friendly option, consider visiting in December. While this is the low season, it offers a unique charm as Westbrook transforms into a winter wonderland. You can enjoy quieter coastal walks and the holiday decorations adorning local shops, making it a peaceful retreat.
What are the top attractions in Westbrook?
In Westbrook, visitors can enjoy a variety of attractions that highlight the area's coastal charm. The stunning Westbrook Town Beach offers sandy shores and picturesque views of Long Island Sound, making it a superb spot for sunbathing and swimming. Nearby, the Westbrook Outlets provide a fantastic shopping experience with numerous stores, ideal for those looking to indulge in retail therapy.For nature enthusiasts, the nearby Hammonasset Beach State Park in Madison is a must-visit, featuring miles of coastline, walking trails, and picnic areas. Additionally, the scenic views from the Connecticut River, accessible via local parks such as the Westbrook Historical Society's site, offer opportunities for boating and fishing.The area is rich in local history, with attractions like the Westbrook Historical Society and the charming village centre, where visitors can find quaint shops and dining options that reflect the local culture.
Are all fees included in the Westbrook holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Westbrook holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Westbrook with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Westbrook holiday homes?
You can find great discounts on holiday homes in Westbrook on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Westbrook holiday home booking on Bookabach?
To find Westbrook holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Westbrook?
A long-stay holiday home in Westbrook is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Westbrook holiday home?
Book your Westbrook holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Westbrook?
Prices for holiday homes in Westbrook vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Westbrook to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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