Vacation rentals with a pool in Wallingford

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Looking for privacy, seclusion, and direct access to Sleeping Giant State Park right from your back yard? Then look no further! Entire Mid Century home centrally located to many great attractions and colleges. Featuring an open floor plan characterized by large glass windows and open space featuring simplicity and an integration with nature. Access to I-91 or Rt15 are both about 1 mile away, with Yale University and Downtown New Haven about a 20 minute drive. Farmington Canal bike trail-.5 miles

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

The Cottage at Apple Hill

The Cottage is a newly renovated, bright, two-story, comfortable one-bedroom space conveniently located in the Farmington Valley. Designed in a farmhouse style and situated on our five-acre estate, Apple Hill, the apartment includes access to our beautiful gardens and gorgeous pool. The space is ideal for everyone from leaf peepers and travel nurses, to visiting clinicians working at UConn Health and Hartford HealthCare, to parents visiting students at Miss Porter’s, Avon Old Farms and Wesleyan.

Cozy Waterfront Home w/Hot Tub ~ Connecticut River

Relax with the whole family at this quaint waterfront home. This peaceful place to stay will provide the perfect escape for you and your family. Fully renovated and overlooking the CT River, the yard includes an expansive deck with a hot tub and direct river access. The cozy interior features an island kitchen with stainless-steel appliances and quartz countertops. A living room, and dining area overlooking the river, 1st flr bedroom with a full bath, 2 bedrooms and 2 full baths on the 2nd flr.

Garden Level Suite with Beautiful Pool

Enjoy complete privacy and 900+ square feet of living space in the ground floor suite/apartment of our home. Complete with its own private entrance and personal garage - our ground floor suite is your own private domain. There is one king bed, one queen bed, and a comfy sectional couch. Enjoy a small kitchenette for simple cooking inside, and an alfresco BBQ for bigger cooking. There is plenty of living space inside and out! A new washer/dryer unit will take care of all the pool towels used!

The Pond Mill Retreat w/ 2 Bdrms & Pool

Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

Spacious Cottage Loft

Welcome to the Spacious Cottage Loft! Please enjoy a nice quiet relaxed atmosphere in this unique space. Its a little bit rustic with its shiplap pine and exposed beams. Its a little bit rock and roll with its little music space along with some favorite framed albums hanging on the walls. Very comfy queen size bed. 2 smart TVs (65" up & 55" down) for your entertainment pleasure. Roomy kitchen with brand new appliances. Bath-walk in shower. THIS SPACE IS DESIGNED TO ACCOMMODATE 1-2 GUESTS.

Quiet 2 bed room apt w/ private entrance.

NOTE WELL: This light, spacious basement apartment is located in a residential neighborhood in South Glastonbury near the Connecticut River and many good hiking areas, shops, and restaurants. We are working professionals who rise and retire early. We have a large exuberant dog who is fenced (electric) away from the apartment and house entrances and driveway. The space is not appropriate for parties. Do not inquire or book if your life situation is not amenable to this description.

King 1BR W/ Parking, Pool & Gym

This gorgeous apt, located in a brand-new luxury building at the center of New Haven’s historic downtown, offers unparalleled comfort, service, and amenities. You can watch a movie on a 65" HDTV, work in one of 5 co-working spaces, or relax at the pool w/ grills and cabanas. Highlights: • Walkable access to Yale • Deep-clean prior to every guest • Coffee, fresh linens, and bathroom essentials provided • 24/7 fitness center • Sun terrace + pool and grills • Entertainment lounge

Killingworth Estate - Elite Amenities & Finishings

Enjoy your own resort-style oasis in Killingworth/Madison CT! 6 bedrooms (7 beds), in-home theater, private gym, bar, chef's kitchen, sparkling heated saltwater pool and spa, custom pergola in equipped outdoor kitchen w/ pizza oven, outdoor fireplace...all with the highest-end finishes imaginable. Two+ acres with children's playground, soccer field, and climbing wall. Peaceful country setting, yet minutes from Shoreline beaches, acclaimed restaurants, and scenic hiking!

Family Retreat Near Hartford – Year-Round Getaway

Make this home your fall retreat. With 5 bedrooms, 3 baths, a full kitchen, and a quiet office with fast Wi-Fi, there’s space for family and friends to relax or work comfortably. Just 10 minutes to downtown Hartford, UConn football, the Big E, other popular fairs, local orchards, pumpkin patches, and scenic leaf-peeping trails. Laundry, parking, and family-friendly touches included. No parties or pets. Perfect for autumn getaways, work trips, or extended stays.

Oasis Home | Seasonal Pool, BBQ & Pool Table

Create unforgettable memories in this unique peaceful split level oasis with private seasonal Pool “Seasonal Pool – Officially Opens Memorial Day” a privileged location close to shops, restaurants, hospitals, wedding venues, Wolcott Prestigious Trails and Scoville Reservoir, ideal for family and friends vacations, working from home, for brides and grooms who want to get ready for their wedding and their guests, and long stays.