Photo by Erick

Deep River vacation rentals

We found 438 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Deep River to find one that's perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for hanging out with the people that matter most, which might include parking and a garden. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Deep River

Showing deals for:Oct 17 - Oct 24
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Deep River

Why visit Deep River

  1. Outdoor Adventures: Enjoy activities like fishing, paddle boarding, and thrilling whitewater rapids in the scenic surroundings.
  2. Charming Nearby Towns: Explore picturesque towns like East Haddam, known for its historic sites and beautiful landscapes.
  3. Relaxing Beach Cottages: Stay in cozy beach cottages that are perfect for family-friendly fun and relaxation.
  4. Welcoming Atmosphere: Experience the friendly locals and inviting environment that makes Deep River special.
  5. Diverse Vacation Rentals: Choose from a range of vacation rentals, including charming cottages and spacious homes.

Popular types of accommodation in Deep River

If you're looking for the perfect getaway in Deep River, you're in the right place! Our most popular vacation rentals include charming apartments, houses, and cozy cottages. Whether you prefer a serene river vacation rental or a luxurious apartment with stunning views, we have options to suit every preference. Explore the beauty of Deep River while enjoying the comfort and convenience of our top-notch accommodations.

  • Apartments: The top choice for visitors in Deep River, offering convenient amenities and a home-like atmosphere.
  • Houses: A great option for families or groups, providing spacious living and the comforts of home.
  • Cottages: These charming retreats offer a cozy and quaint experience, perfect for a peaceful getaway.
  • Villas: Luxurious accommodations that combine comfort with elegance, ideal for a memorable vacation.
  • Cabins: Perfect for nature enthusiasts, these rustic lodgings provide a serene escape in the woods.**

Top attractions in Deep River

Deep River, Connecticut, is a perfect getaway for outdoor enthusiasts and those seeking romance, offering beautiful scenery and a variety of activities. Explore local beaches, national parks, and historic colleges while enjoying great fishing, paddle boarding, and thrilling whitewater rapids. Whether you're looking for a family-friendly experience or a peaceful river escape, Deep River has something for everyone to enjoy.

  1. Essex Steam Train: Experience the charm of a vintage railway museum just 4 miles from Deep River. Enjoy scenic rides on historic steam trains while immersing yourself in the rich culture and history of rail travel.
  2. Hammonasset Beach State Park: Located 8 miles away, this national park offers adventure and stunning scenery. Enjoy miles of sandy beaches, nature trails, and outdoor activities like swimming and hiking.
  3. Yale University: A historic university 23 miles from Deep River, Yale boasts beautiful architecture and a rich cultural atmosphere. Explore its museums, galleries, and vibrant campus life.

Things to do recommended for couples

For a romantic getaway in Deep River, explore Chamard Vineyards for wine tasting and entertainment, dine at Anna Mia's for a cozy meal, and enjoy winter sports at Powder Ridge Mountain Park. These experiences will create unforgettable memories for you as a couple!

Things to do recommended for families

Your family will have a blast at Stay and Play LLC, an arcade adventure zone, and unwind at Devil’s Hopyard State Park, perfect for relaxation. For sports enthusiasts, the Connecticut Sportsplex offers exciting activities. Enjoy these local experiences in and around Deep River!

Things to do recommended for groups

Explore the Clinton Crossing Premium Outlets for great shopping, catch a show at the historic Goodspeed Opera House for an unforgettable cultural experience, or wander through the Essex Saybrook Antique Village Shopping Center for unique finds. Perfect activities for your group in Deep River!

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

When planning your trip—whether you're traveling with friends, family, pets, or seeking extended stays—be sure to prioritize your filters based on your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Deep River with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Deep River with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with 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 Deep River: For many, a family vacation isn’t truly satisfying without their furry companion by their side. If you can relate to this, be sure to explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Deep River: 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 consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Deep River

Deep River, Connecticut, offers a delightful blend of outdoor adventures and scenic beauty, perfect for families and romantic getaways. Explore the charming nearby towns, like East Haddam, known for its historic sites and picturesque landscapes. Enjoy a relaxing stay in a beach cottage, ideal for family-friendly fun. With friendly locals and a welcoming atmosphere, your vacation in this part of Connecticut promises to be a memorable experience filled with exploration and relaxation.

  • New Haven: Located 23 miles from Deep River, New Haven is a vibrant city renowned for its rich cultural heritage and educational institutions, including the prestigious Yale University. Visitors can immerse themselves in a variety of cultural experiences, from art galleries to theaters. The city boasts a delightful selection of shops and restaurants, making it perfect for family outings. Key attractions include historic college campuses, lively event venues, and nearby beaches where you can relax and enjoy the coastal scenery.
  • Old Saybrook: Just 7 miles from Deep River, Old Saybrook is a picturesque town that offers a perfect retreat for outdoor enthusiasts and romantics alike. The charming waterfront features beautiful beaches and serene lakes, ideal for leisurely walks or picnics. Activities such as golfing and exploring recreational areas abound. Visitors can soak up the natural beauty and enjoy a tranquil atmosphere, making Old Saybrook a great destination for those looking to reconnect with nature.
  • Westbrook: Located 6 miles from Deep River, Westbrook is a scenic coastal town that attracts visitors seeking outdoor adventures and romantic getaways. With easy access to beaches and family-friendly recreational areas, it’s perfect for a day in the sun. Westbrook also hosts a variety of entertainment options, including music concerts and luxurious resorts. The blend of natural beauty and vibrant community events makes Westbrook a delightful stop on your travel itinerary.

Best time to go to Deep River

If you're planning a trip to Deep River, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, 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
January31.3°F (-0.4°C)Light RainMostly SunnySlightly LowModerately Low
February32.4°F (0.2°C)Light RainMostly SunnyAverageAverage
March38.5°F (3.6°C)Light RainMostly SunnyAverageModerately Low
April48.2°F (9.0°C)Light RainMostly SunnySlightly HighAverage
May57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
June66.4°F (19.1°C)Light RainMostly SunnySlightly HighAverage
July73.8°F (23.2°C)Light RainMostly SunnySlightly HighModerately High
August72.7°F (22.6°C)Light RainMostly SunnyAverageModerately High
September66.2°F (19.0°C)Light RainMostly SunnyAverageModerately High
October56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly SunnySlightly LowModerately Low
December37.8°F (3.2°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you eager to save on your upcoming adventure? Being flexible with your travel dates can lead to better deals, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. It’s truly rewarding to be the planner! When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash™ on qualifying reservations. Sign up today and start enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or easily view and manage your travel arrangements. You can now find the properties you've saved or booked categorized into Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

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

Book a vacation rental for your Deep River getaway

The parks and surrounding scenery provide a peaceful ambiance to your vacation home in Deep River. There's no shortage of things to see and do in the area.With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Deep River

Are you hoping to find attractions to visit while you're in town? Venture out of your cozy vacation rental and experience everything that makes Deep River a fun spot to vacation. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Chamard Vineyards (5.4 mi / 8.7 km)
  • Machimoodus State Park (9.1 mi / 14.6 km)
  • Dinosaur Place at Nature's Art (14.4 mi / 23.2 km)
  • Powder Ridge Mountain Park and Resort (16.2 mi / 26.2 km)
  • Brownstone Exploration & Discovery Park (16.7 mi / 26.9 km)
  • Chatfield Hollow State Park (5.5 mi / 8.9 km)

Exploring the natural landscape of Deep River

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Deep River is a great spot to appreciate mother nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Westbrook Town Beach (6.2 mi / 10 km)
  • Clinton Town Beach (6.9 mi / 11.1 km)
  • Goose Island (7.3 mi / 11.7 km)
  • Harvey's Beach (7.8 mi / 12.6 km)
  • Hammonasset Beach (8.6 mi / 13.8 km)
  • Rocky Neck State Beach (13.5 mi / 21.7 km)

Transportation options to and around Deep River

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 22.1 mi (35.5 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into New London, CT (GON-Groton - New London), which is 22.9 mi (36.8 km) away.

Frequently asked questions

What is the best area to stay in Deep River when booking a vacation rental?
If you're on you way to Deep River, Deep River Center is among the most popular destinations to stay. No matter your style of travel, Vrbo is bound to have a vacation home here that has everything you need.
What is the most popular type of vacation rental accommodation in Deep River?
Bed & breakfasts are the most popular type of vacation rental in Deep River, according to our data. Even if you've got a different idea about what you want, Vrbo has vacation homes in all sizes and shapes. Look through our options to find your ideal fit.
How much does it cost to rent a vacation rental in Deep River?
Several factors influence what you'll pay for a vacation rental in Deep River, like the type of property, length of stay and season. Still, all of our vacation homes have one thing in common --- incredible value. Just add your travel dates to find your dream escape.
How much does it cost to rent a beach house in Deep River?
The average price for a vacation rental close to the beach in Deep River will depend on when you'll be there and the size and style of property you're looking for. Find prices quickly and easily on Vrbo by entering your preferred travel dates and destination. Then use the handy filter tool to select the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in Deep River?
With two properties that welcome four-legged guests, your little buddy can join in the fun on your Deep River break. Use the filter tool to search our pet-friendly vacation rentals and find your pawfect vacation home on Vrbo.
What are popular rental amenities in Deep River?
Some of the most popular rental amenities people search for in Deep River include a garden, a games room and WiFi. Whether you're taking a trip with family, buddies or even pets, Vrbo vacation properties include the best amenities for chilling out with the people that matter most.
Are there vacation rentals in Deep River that welcome kids?
With two family-friendly vacation properties to select from in Deep River, now is an awesome time to introduce the kiddos to the pleasures of travel. Simply click on our "Properties good for families" filter box to find stays loaded with amenities ideal for families on the move, like dining rooms, yards, hot tubs and entertainment areas.
What are the top attractions for families in Deep River?
Connecticut Valley Railroad State Park Trail will keep the kids happy during your Deep River break. This family-friendly attraction is near the center.
How old do you have to be to rent a vacation rental in Deep River?
We recommend checking with the Deep River vacation rental you're considering on Vrbo as age restrictions vary. However, it's typically 16, 18 or 21.
How long can I rent a vacation rental in Deep River for?
The amount of time you can book a Deep River vacation home for differs depending on the property. Just tap in your travel dates to find options offering extended stays. They include all you need to make your extended getaway more comfortable like kitchens and backyards. Some vacation homes might also offer discounted weekly or monthly prices, so you can have a longer stay for less.
Does Vrbo offer discounts for vacation homes in Deep River?
On Vrbo, you'll find fabulous bargains and discounts for Deep River. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're after a mini vacay or a much longer stay, Vrbo has lots of options for all styles and budgets.

More Vacation Rentals ideas

People also search for