Cromwell vacation rentals

We found 210 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Cromwell that are perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, such as air conditioning and a pool. At the end of the day, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Cromwell

Showing deals for:Nov 7 - Nov 14
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Find out more about Cromwell

Find out more about Cromwell

Why visit Cromwell

  1. Outdoor Adventures: Cromwell boasts scenic state parks and tranquil seasonal creeks, perfect for hiking and relaxation.
  2. Cultural Experiences: Explore the historical charm of local colleges and cultural sites that reflect the area's rich history.
  3. Family-Friendly Attractions: Enjoy various activities suited for families, ensuring fun for all ages.
  4. Charming Accommodations: Choose from cozy apartments, spacious homes, and charming cottages for a memorable stay.
  5. Welcoming Atmosphere: Experience a friendly environment with budget-friendly options, making it ideal for all travelers.

Popular types of accommodation in Cromwell

Planning a getaway to Cromwell? You've made a great choice! Discover a variety of vacation rentals, from cozy apartments and charming cottages to spacious houses. Whether you're looking for affordable options or comfortable bedroom houses, Cromwell offers something for everyone. Explore the local market for the best deals and find your next apartment or rental home with ease. Enjoy your stay in this delightful destination!

  • Apartments: The top choice for vacation rentals in Cromwell, offering modern amenities and convenient locations for a comfortable stay.
  • Houses: A popular option for families and groups, these homes provide space and privacy for an enjoyable getaway.
  • Cottages: Quaint and charming, cottages are perfect for a cozy retreat and a taste of local character.
  • Cabins: Ideal for nature enthusiasts, cabins offer a rustic escape in a serene setting.
  • Condos: A great blend of home-like comfort and resort-style living, condos cater to those seeking convenience and leisure.**

Top attractions in Cromwell

Cromwell, Connecticut, offers a delightful mix of outdoor activities, cultural experiences, and family-friendly attractions. Visitors can explore scenic state parks, historic colleges, and relaxing beaches. For those seeking additional adventures, consider virtual tours and house viewings to enhance your stay. Whether you’re looking for sports or a taste of local culture, Cromwell has something for everyone to enjoy.

  1. Wesleyan University: This historic university, located 3 miles from Cromwell, offers a vibrant cultural atmosphere with its beautiful campus, art exhibitions, and engaging performances that highlight the creativity and diversity of its student body.
  2. Wadsworth Mansion: Situated 4 miles away, this elegant event venue exudes business vibes, featuring stunning architecture and manicured grounds, perfect for conferences and special events in a sophisticated setting.
  3. Connecticut River State Wildlife Area: Located within Cromwell, this scenic preserve boasts lush landscapes, diverse wildlife, and peaceful trails, ideal for nature lovers and outdoor enthusiasts seeking tranquility.

Things to do recommended for couples

Planning a romantic getaway in Cromwell? Start with a cozy day at Arrigoni Winery, savoring local wines outdoors. For adventure, hit the slopes at Powder Ridge Mountain Park. In the evening, enjoy live music at Webster Theater for a perfect blend of entertainment and romance.

Things to do recommended for families

Your family will have a blast at Brownstone Exploration & Discovery Park, just a mile away, or explore the stars at Van Vleck Observatory, three miles from Cromwell. For sports enthusiasts, the XL Center, twelve miles away, offers exciting games and events for all ages.

Things to do recommended for groups

Enjoy a round of golf at TPC River Highlands, explore shops and family entertainment at Cromwell Commons Shopping Center, or catch a show at the Xfinity Theatre, just 13 miles away, for a cultural experience that the whole group will love!

What do I need to keep in mind when booking a vacation in Cromwell

When planning your trip, whether you're traveling with friends, family, pets, or seeking extended stays, it's important to prioritize your needs when filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Cromwell with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for all of these options and more on Vrbo.
  • Traveling to Cromwell with young kids: Traveling with young kids can be tricky. It's important to prioritize their comfort and safety, along with ensuring that there are suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Cromwell: For many families, a vacation wouldn't feel complete without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Cromwell: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Cromwell

Cromwell, Connecticut, offers a delightful blend of outdoor adventures and cultural experiences. Explore the scenic beauty of nearby Lincoln Square, enjoy family-friendly activities, and discover the historical charm of Central Otago. Don’t miss the stunning Pembrokeshire Coast and the tranquil seasonal creek, perfect for relaxation. With its welcoming atmosphere and budget-friendly options, Cromwell is an ideal destination for travelers seeking both fun and leisure.

  • New Haven: Located approximately 25 miles from Cromwell, New Haven is a vibrant city known for its rich cultural scene and educational institutions. Home to Yale University, the city boasts historic architecture and museums that cater to art enthusiasts and history buffs alike. Visitors can enjoy a variety of attractions, including the beautiful beaches along the coastline, lively shopping areas, and bustling casino venues. The city also hosts numerous events and conferences throughout the year, making it a hub for both locals and tourists seeking a dynamic urban experience.
  • Middletown: Just 2 miles from Cromwell, Middletown offers a charming blend of culture and outdoor activities, perfect for a romantic getaway or family outing. The city features beautiful parks, a picturesque lake, and scenic walking trails ideal for nature lovers. Visitors can explore historic college campuses and enjoy various educational events, while golf enthusiasts can take advantage of local courses. With its cozy atmosphere and vibrant local dining options, Middletown invites travelers to relax and enjoy its friendly community spirit.
  • Meriden: Situated 9 miles from Cromwell, Meriden is a family-friendly city that emphasizes outdoor experiences and cultural attractions. With a wealth of educational opportunities and entertainment venues, including theaters and a popular theme park, Meriden is perfect for a fun-filled day. The city's lush parks and recreational areas provide ample space for outdoor adventures, while its proximity to historic sites and event venues makes it an ideal spot for exploration. Whether you're enjoying a family outing or a cultural excursion, Meriden offers something for everyone.

Best time to go to Cromwell

If you're planning a trip to Cromwell, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and June, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January29.1°F (-1.6°C)Light RainMostly SunnyModerately LowSlightly Low
February30.6°F (-0.8°C)Light RainMostly SunnyAverageAverage
March37.8°F (3.2°C)Light RainMostly SunnyModerately HighSlightly Low
April48.7°F (9.3°C)Light RainMostly SunnyModerately HighAverage
May59.2°F (15.1°C)Light RainMostly SunnyAverageAverage
June67.5°F (19.7°C)Light RainMostly SunnyModerately HighAverage
July74.3°F (23.5°C)Light RainMostly SunnyAverageAverage
August72.5°F (22.5°C)Light RainMostly SunnyAverageSlightly High
September65.5°F (18.6°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November43.3°F (6.3°C)Light RainMostly SunnyModerately LowAverage
December35.2°F (1.8°C)Light RainMostly SunnyModerately LowSlightly Low

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll receive OneKeyCash™ on the full booking amount. Being the organizer truly has its benefits! Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash™ on qualifying stays. Sign up now and begin accumulating rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, or review your bookings. Your saved and reserved properties are thoughtfully categorized into Potential, Upcoming, or Current Trips for easy access. To dive into Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

The beautiful city of Cromwell awaits you

Enjoy the live music and other features of Cromwell. This scenic and welcoming city entices travelers with its restaurants and shopping. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Cromwell

Do you want to find things to do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Cromwell has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Brownstone Exploration & Discovery Park (1.4 mi / 2.2 km)
  • TPC River Highlands (2.6 mi / 4.1 km)
  • Putter's Paradise Mini Golf (5.6 mi / 9 km)
  • Powder Ridge Mountain Park and Resort (8.1 mi / 13.1 km)
  • Machimoodus State Park (11 mi / 17.7 km)
  • Cabela's (11.2 mi / 18 km)

Exploring the natural landscape of Cromwell

Whether you're an active traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Cromwell. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Connecticut River State Wildlife Area (0.7 mi / 1.1 km)
  • Dinosaur State Park (3.9 mi / 6.2 km)
  • Wadsworth Falls State Park (4.9 mi / 8 km)
  • Lake Beseck Beach (7.2 mi / 11.5 km)
  • Hubbard Park (10.2 mi / 16.4 km)
  • Mortensen Riverfront Plaza (11.8 mi / 19 km)

Transportation to and around Cromwell

The nearest airport is in Bradley Intl. Airport (BDL), located 23.2 mi (37.4 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 25.8 mi (41.6 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Cromwell?
The average price for a vacation home in Cromwell can vary based on factors like property type, length of stay and time of year. Whether you're dreaming about a sprawling house with room for friends and family or a cozy condo for just you and the kids, just enter your travel dates to see some great-value stays.
How much does it cost to rent a beach house in Cromwell?
The average price for a vacation home near the beach in Cromwell depends on when you're going and the type and size of property you want. Find prices easily and quickly on Vrbo by entering your travel dates. Then use the handy filters to pick the number of bedrooms and amenities that you require, like a pool, air conditioning and WiFi.
What are the top attractions for families in Cromwell?
Keep the kids busy at these fun family-friendly attractions in Cromwell:

  • River Highlands State Park
  • TPC River Highlands
  • Connecticut River State Wildlife Area

How old do you have to be to rent a vacation rental in Cromwell?
The minimum required age is generally 16, 18 or 21. It can change between properties on Vrbo, so check the rules of your preferred Cromwell vacation rental before booking your trip.
How long can I rent a vacation rental in Cromwell for?
The amount of time you can stay in a Cromwell vacation home for is up to each property. Simply enter your preferred travel dates to find available options that offer long-term stays. They have all you need to make your extended vacation more enjoyable and convenient, such as kitchens and backyards. Some properties might also offer discounted weekly or monthly prices, so you can stick around for longer for less.
Does Vrbo offer discounts for vacation homes in Cromwell?
Weekend adventure or a well-deserved long vacation, Vrbo has some exclusive deals and discounted options in Cromwell that'll suit your style and your budget. Browse our weekly and monthly discounts on vacation rentals, or see what's recently been added with one of our newly listed homes. Whatever kind of getaway you're after, you'll find the ideal place to stay — without draining your wallet.

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