
Places to stay near Circle Beach
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Top-rated vacation rentals near Circle Beach
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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)

Spacious Oceanfront Getaway with Spectacular Views
Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)
Get Back to Nature at a Modern Wood Clad Getaway
SUMMER IS HERE--Glorious birds. Come and enjoy a wonderful time in our guest house. You can Hike on the trails, and swim in the ocean. Ospreys; hawks; cardinals, blue jays, bluebirds, gold finches and more are here year round. Great places to shop and eat or catch a show at one of New Haven’s renowned museums or broadway theatres or relax. Great restaurants along the shore. Enjoy! We want you to have a relaxing stay with us, free from worry. We are located in a private area, away from public.

Charm + location. Walk to beach, town, & harbor.
We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

Guilford Guest House- private studio apartment
Quintessential New England shoreline town. Arrive by Car, Train or by boat and walk from the marina to our guest house. (Inquire) Walk to the Guilford Green, Town Dock, Jacobs Beach along with over a dozen restaurants, pubs, coffee shops, gift & clothing shops. Hiking trails . Please review my extensive guide book of Guilford and the surrounding areas. Walking access to the Shoreline East train to surrounding Local towns or transfer to Metro north and Amtrak to NYC & Boston all without a car.

The Pearl, New Haven
Amazing hidden luxury experience along the Quinnipiac River in a historic mid-19th century property. Enjoy the scenic river and sunset views, soak in our stunner claw-foot tub, recharge in the sunlit living room, work in the dining alcove, or relax by the bay windows with your favorite drink. NO KITCHEN, but we have a coffee maker, tea kettle, toaster oven, microwave, fridge, plates, and cutlery. We are 15 mins drive from Yale, 2 mins walk to the downtown bus, and easy cycling downtown.

“The Lighthouse” A Beach Cottage by the Sea!
Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

Seagrass Bungalow
🌾Seagrass Bungalow is a sun filled, romantic, peaceful, back to nature, mini-home, that is exactly where you are meant to be! Private & surrounded by seagrass blowing in the breeze & cheerful birds waking you with the sunrise. Seagrass Bungalow is the perfect getaway for two & their small pup. Do yoga on the private deck, shower outdoors in the sunlight, grill local corn, have a cocktail by the firepit, or get out & walk to the cutest town green, shops, restaurants, & beach! ☀️

Downtown Branford Retreat - Quiet yet Central Apt
A welcoming apartment nestled in the heart of Branford - a quintessential shoreline community! This inviting space offers modern design, a well-equipped kitchen, comfortable bedroom, and a convenient location. Situated within walking distance of the town green and minutes from beaches, guests can easily explore this vibrant shoreline town. From boutique shops and art galleries to charming cafes and trendy restaurants, experience the best of Branford right at your doorstep!

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Wintergreen Gardens Suite @ William Becroft House
LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.

Waterfront Beach House with pool
This spectacular luxury property offers panoramic views of the Long Island Sound and East River in the unique circle beach community. A bar underneath the house provides extra space to unwind. Open concept living room and kitchen. Dining table on the deck directly over water. 3 bedrooms with 3 full bathrooms. This property does not disappoint!
Popular amenities for vacation rentals near Circle Beach
Condo rentals with wifi

Stunning, Spacious, Spotless. Close to Yale.

Posh Pad in The Business District

Entire place to yourself Cromwell/Middletown Line

Cozy Condo in Fairfield with Parking and Laundry!

Montauk Waterfront Condo w/ Sunset Views

The Vacay Villa

Peaceful Oasis steps from Mohegan Sun

Waterfront Autumn Escape in Wine Country: 2BR
Family-friendly house rentals

Adorable Beach House on LI Sound

Cozy bedroom near the beach.

Charming Stony Creek Cottage

5 Star Branford Cozy Cottage

Coastal Getaway - walk to town and waterfront

Mulberry Seaside Cottage

Guilford cozy in-law apt with private entrance

Marina Chic: Bright Seaside Gem
Apartment rentals with air conditioning

Urban Getaway

Ridgeview Suite at Stony Creek Depot

Spacious Cozy Guest Suite

Retreat in New Haven by Stephanie and Damian

Cozy & Private Apartment Near the Ocean

Fair Haven Heights Entire 1 Bedroom Apartment

Luxury Apt with Parking and Gym | Downtown at Yale

A Cut Above
Other great vacation rentals near Circle Beach

Stony Crk Studio ideal for trvl nurses…

Pristine Carriage House Apartment Downtown

Boulder Lake House Retreat

Direct Shoreline Long Island Sound Waterfront

Private Bright Studio Retreat with kitchen

Riverfront Antique Cabin in the Heart of Madison

Stedley Creek

Guilford studio apartment, steps from the Green
Destinations to explore
- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Rowayton Community Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- TPC River Highlands
- Cedar Beach
- Napeague Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Amagansett Beach
- Jennings Beach
- Sandy Beach
- Wildemere Beach
- Seaside Beach
- Outer Beach at Smith Point County Park




