Fitness-friendly holiday rentals in Greenport West

4.88 out of 5 average rating, 236 reviews

A living area features a gray futon adorned with decorative pillows, complemented by a small coffee table. A red accent chair provides additional seating. Soft lighting from the ceiling enhances the space, while wall art depicts blooming flowers, contributing to a welcoming atmosphere.

Apartment in Patchogue

Private 1br Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

An enclosed outdoor living space features a wooden deck overlooking a heated pool. Furnished with a large round table and comfortable seating, natural light floods through the screens, creating an airy atmosphere. Elegant trees and lounge chairs visible outside enhance the serene environment.

4.94 out of 5 average rating, 316 reviews

Amazing Home close to Everything -

Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property grouds are smoke-free.

4.95 out of 5 average rating, 400 reviews

A spacious living area is illuminated by natural light streaming through large windows. A comfortable gray sofa with decorative pillows faces a modern coffee table. A stylish area rug adds color, while a wall-mounted TV and decorative plants enhance the space.

Apartment in New Haven

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

4.99 out of 5 average rating, 109 reviews

An open-concept living space features a dining area with a rectangular wooden table adorned with a decorative bowl. A spacious couch is positioned near a fireplace, with large windows allowing ample natural light. A stylish chandelier hangs above, complementing the high, pitched ceiling.

Villa in The Hamptons

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Apartment in Prospect Hill

A well-lit bedroom features a spacious bed, accentuated by a floral wallpaper backdrop. A large skylight and a window allow natural light to fill the room. A woven bench sits at the foot of the bed, complemented by a green plant near the window.

4.98 out of 5 average rating, 171 reviews

Skylight: Cozy 2 BR, Close to Yale & Downtown NHV

Huge skylights cast light into every room of this stunning two bedroom apartment. Located within walking distance of Yale's campus, this is the perfect place to spend a weekend, month, or entire semester. Skylight was recently renovated and has central air, washer/dryer, fast wifi, a large kitchen, and easy parking. Set on a quiet tree-lined street, this is the perfect place for your New Haven visit. For more space, please look at our listings Haven and The Blue Bird in the same house!

5 out of 5 average rating, 31 reviews

A stylish living area showcases a comfortable sofa and accent chairs arranged around a modern coffee table. Warm wood flooring complements the dark walls, and soft lighting is provided by a chandelier. Large windows are dressed with elegant drapes, inviting natural light into the space.

Home in North Fork

Elegant Greenport Victorian -Winter Harbor House-

Winter Harbor House is a stylish Victorian walking distance from the best restaurants, bars and beaches in Greenport Village. Absolutely perfect location. Only a few hundred feet from the Mitchell Park/Marina, Waterfront Boardwalk/Beach and the North Ferry to Shelter Island. Enjoy gorgeous marina views and great people watching from the front porch. This 1890's Victorian has all the modern amenities you want while making you feel like you're experiencing a part of Greenport's history.

5 out of 5 average rating, 104 reviews

A lush backyard features a children's playset alongside a hammock. Adirondack chairs are arranged around a fire-pit, framed by trees and greenery. A serene waterfront view is visible, with a dock extending into the calm waters, enhancing the natural landscape.

Villa in The Hamptons

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

The exterior of the home features a modern facade with natural wood siding and a green lawn surrounding a heated pool. Two umbrellas provide shade for patio seating, while large windows allow for ample natural light. Trees frame the backdrop for a serene atmosphere.

4.97 out of 5 average rating, 36 reviews

Chic East Hampton 7 Bedroom, 7 Bath, heated Pool

Elegantly designed 7 Bedroom / 7 Bath home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches and the vibrant Easthampton Village. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Kindly familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property are smoke-free.

4.96 out of 5 average rating, 104 reviews

A spacious farmhouse is showcased, featuring a welcoming porch with an American flag. The exterior is adorned with dark wooden shingles and large windows. Lush green lawn and well-maintained flower beds enhance the inviting curb appeal under a clear blue sky.

Home in North Fork

Stunning Farmhouse in NoFo I Heated Pool, Wineries

Chic & Luxurious North Fork Farmhouse Retreat Set on a private 1-acre lot, this stylish farmhouse offers a pool, lounge areas, and refreshing ocean breezes. Just 1.5 hours from NYC, you’ll be minutes from beaches, wineries, farm stands, hiking, and golf. Inside, enjoy modern interiors, a full kitchen, and fast Wi-Fi. Perfect for families, couples, or friends, this retreat is ideal for a peaceful escape, remote work, or exploring wine country near the Hamptons and North Fork.

A spacious living area is illuminated by natural light from large windows. A comfortable sofa and armchair are arranged around a low coffee table. A dining table with six chairs sits adjacent, while the kitchen is visible in the background. A staircase leads to the upper floor.

4.94 out of 5 average rating, 144 reviews

Modern 5BR Getaway • Close to Beaches & Wineries

⭐ Rated 4.95 with 135+ glowing reviews! This modern 5BR, 4BA Hampton Bays retreat sleeps 10 and is just minutes from beaches, dining, and shops. Enjoy open living spaces, Smart TVs, and fast WiFi. The finished basement features ping pong, a gym, and lounge, while the backyard offers a BBQ, patio, and outdoor seating. Beach gear is included, making it easy to explore. Perfect for families or groups seeking the ultimate Hamptons getaway with comfort and style.

A rooftop terrace is shown, featuring a round table and two high black chairs. The space offers an unobstructed view of the city skyline, showcasing various buildings under a clear blue sky with scattered clouds.

4.94 out of 5 average rating, 133 reviews

Steps from Yale/Broadway | Rooftop Terrace + Gym

Come and stay at this luxury, modern one bedroom apartment just steps away from Yale! With Broadway just around the corner and some of New Haven’s best Pizza a stone’s throw away you’d be hard-pressed to find a better location for your stay. Enjoy cooking up a nice dinner at home one night using the fully-equipped kitchen provided. Spend the evening on the rooftop terrace watching the sunset over the city skyline before tucking in for the night.

4.98 out of 5 average rating, 66 reviews

A well-designed outdoor area features a pristine pool with colorful floats, bordered by a spacious deck. Lounge chairs, adorned in striped blue and white, provide comfortable seating under large umbrellas. The house is illuminated, showcasing a welcoming atmosphere amidst lush greenery.

Villa in The Hamptons

Insta: @staywithhamptonsmama PINKWOOD PLAYHOUSE is the perfect spot for your Hamptons stay, offering elevated design and relaxed luxury with laid back beach vibes. Perfect for families or couples. This stylish and serene home features 4 bedrooms, 2.5 bathrooms, a fully equipped kitchen, soaring ceilings and an open floorplan. Bring the outdoors in with oversized windows and over 1000 square feet of deck space overlooking the gorgeous pool.

Popular amenities for Greenport West fitness-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

A serene view of the harbor is captured, showcasing gentle waves and sailboats anchored in the water. Lush green grass and tall trees frame the scene, providing a tranquil backdrop to the picturesque waterfront. The expansive sky is clear, allowing ample sunlight to illuminate the landscape.

Apartment in Shelter Island Heights

5 out of 5 average rating, 7 reviews

CHIC WATER VIEW APT. ON SHELTER ISLAND

A cozy bedroom features a spacious bed adorned with dark bedding and a contrasting decorative pillow. Natural light filters through large windows, highlighting a vintage-style dresser nearby. Art pieces depicting urban scenes are displayed on the wall, complementing the warm wooden floor.

4.77 out of 5 average rating, 120 reviews

Cozy Studio Near Architecture/Drama Schools @Yale

4.9 out of 5 average rating, 67 reviews

A modern kitchen is featured with a white tiled backsplash and wood accents. A large wooden table, accompanied by two rustic stools, is positioned in the center. Natural light floods the space through windows adorned with woven shades, highlighting the clean appliances and vibrant artwork.

Apartment in New London

The Artist Flat - Near Ocean Beach, Mystic + USCGA

4.87 out of 5 average rating, 53 reviews

A charming Victorian house is displayed with a pastel peach exterior and a gable roof. Well-maintained landscaping includes bushes and a grassy lawn. A pathway leads to the entrance, framed by trees that provide shade on a clear day.

Apartment in Mystic

Walk to Historic Downtown Mystic & Mystic Seaport

A spacious living area is presented, featuring a cozy bed with soft bedding. A mirrored closet reflects the light from a nearby window. The kitchenette is visible, equipped with wooden cabinets and essential appliances, offering a functional space for meal preparation.

4.73 out of 5 average rating, 11 reviews

Serene Nordic Studio Escape *KING BED*

Apartment in The Hamptons

A bright and airy studio space features large glass doors opening to a private patio with views of the dunes and ocean. A seating area with a sofa and coffee table complements the open layout, alongside a dining table and a spacious bed.

4.91 out of 5 average rating, 23 reviews

Oceanfront Corner Studio Bungalow on the beach

4.96 out of 5 average rating, 26 reviews

Modern & Spacious 2BR Apartment w/ Gym & Parking

An expansive rooftop area is shown, featuring modern lounge furniture arranged for relaxation. String lights are draped overhead, illuminating the space. In the background, the city skyline is visible, showcasing a variety of building silhouettes against a clear blue sky.

4.54 out of 5 average rating, 13 reviews

New| Rooftop | Spacious Studio Oasis | YALE

Fitness-friendly condo rentals

A grand entrance is framed by lush trees, with vibrant foliage surrounding a charming brick building. The pathway leads to large double doors, inviting guests inside. Sunlight filters through the leaves, casting playful shadows on the walkway.

4.89 out of 5 average rating, 44 reviews

Romantic and unique treat in Historic Montauk.

An expansive hallway features arched doorways and rustic wooden beams overhead. Potted plants add greenery, while large windows dressed with floral curtains allow natural light to illuminate the stone floor. Comfy seating arrangements are positioned along the walls, creating inviting spaces for relaxation.

4.92 out of 5 average rating, 39 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

A cozy bedroom is highlighted by a queen-size bed adorned with a vibrant yellow and black animal print blanket. Decorative pillows add a touch of character. A small workspace is positioned nearby, and natural light enters through a window, enhancing the welcoming atmosphere.

Condo in Dwight

4.74 out of 5 average rating, 103 reviews

Chateau Blanc Yale

4.91 out of 5 average rating, 91 reviews

A cozy living area is furnished with a beige sofa, a round wooden coffee table, and stylish light blue armchairs. A large window allows natural light to fill the space. Potted plants add a touch of greenery, creating a relaxed atmosphere.

Condo in Old Saybrook

Seashore getaway - CT shoreline

A bright and airy living space is highlighted by skylights and white wooden beams. A spacious kitchenette is situated behind a dining table surrounded by light chairs. Large windows invite natural light, and a television sits on a white console between soothing tones of gray and cream.

4.8 out of 5 average rating, 25 reviews

Waterfront Elevated Bungalow - Spectacular Views

A welcoming living room is featured, with two white sofas facing a wooden coffee table. A decorative brick fireplace serves as the focal point, complemented by light-colored walls and soft natural light filtering through a nearby window. A cozy area rug enhances the space.

5 out of 5 average rating, 13 reviews

Newly Renovated Modern Townhouse w/Pool & Tennis

Private room in Downtown New Haven

King Private Suite • Downtown Stay by Yale

Private room in Downtown New Haven

A modern kitchen layout features warm wooden cabinetry and stainless steel appliances. A breakfast bar with four black stools invites casual dining. Tall windows allow natural light to illuminate the space, enhancing the clean and open atmosphere.

5 out of 5 average rating, 3 reviews

❤️ of Dowtown - 4 Min Walk to Yale- Prime Location

Fitness-Friendly Holiday House

4.92 out of 5 average rating, 66 reviews

The kitchen features a large island with five blue upholstered bar stools. Cabinets in white provide a bright contrast to the dark countertops. Modern appliances, including a stainless steel refrigerator and microwave, are visible, alongside a window allowing natural light to illuminate the space.

Home in Stonington

The Mooring House, Mystic! Walk to downtown, train

A charming home is surrounded by tall trees, showcasing a blend of natural greenery and well-maintained landscaping. The brown exterior is complemented by a welcoming front porch, and steps lead to a bright entrance, creating an inviting presence within the tranquil setting.

4.67 out of 5 average rating, 6 reviews

A Little Slice of Heaven

A spacious wooden deck features a large outdoor dining table surrounded by comfortable chairs. A colorful orange umbrella provides shade over the seating area. The deck overlooks a neatly maintained lawn, framed by trees and shrubs, creating a relaxing outdoor environment.

4.99 out of 5 average rating, 75 reviews

Family Fun House by the Bay #chateaustclair

4.91 out of 5 average rating, 75 reviews

A spacious living area is defined by neutral tones and stylish decor. A large sectional sofa is positioned near a coffee table, accompanied by various seating options. Natural light brightens the room, enhancing the open layout that connects to a modern kitchen.

Home in Groton

Elevate your New England beach retreat experience

4.92 out of 5 average rating, 12 reviews

The exterior of a charming two-story house is visible, featuring a grey facade and covered porch with white railings. Lush greenery and colorful flowers surround the property, complemented by a clear blue sky. A large window sits atop the front entrance, enhancing natural light.

Home in Mystic

Charming Coastal-Chic Home in the Heart of Mystic

A calm beach scene is depicted at sunset, with vibrant colors reflecting off the water's surface. The sandy shore stretches into the distance, bordered by gently lapping waves. Soft clouds create a gradient of hues in the evening sky, enhancing the tranquil atmosphere.

4.86 out of 5 average rating, 36 reviews

The Perfect Bay House Escape

A spacious heated in-ground pool is surrounded by a stone patio and vibrant landscaping. Lounge chairs are arranged along the poolside, accompanied by a large umbrella for shade. Lush greenery and blooming flowers frame the area, creating a serene outdoor retreat.

4.97 out of 5 average rating, 72 reviews

4 BR Hamptons Oasis w/ Pool,Jacuzzi & Beach Access

An open living area features a large sectional sofa and a sleek dining table surrounded by several chairs. A modern ceiling fan hangs overhead, while natural light floods through skylights and large windows, enhancing the spacious ambiance of the room.