Holiday houses in Plainville

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Top-rated holiday rentals in Plainville

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Top Guest favourite
A jetted swim spa is positioned on a deck overlooking Lake Garda at sunset. The water's surface reflects soft hues of orange and pink, with serene trees framing the view. The spa displays an illuminated edge, enhancing the tranquil atmosphere of the lakeside setting.
Cottage in Burlington
4.99 out of 5 average rating, 159 reviews

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Discover a charming 1080 sqft lakefront cottage offering modern comfort and tranquility. Wake up to peaceful Lake Garda waterfront views while staying near Farmington Valley’s conveniences. This newly remodeled retreat features a large jetted swim spa, stone patio with fire pit and grill, and direct lake access for kayaking or pedal boating perfect for relaxation. Enjoy a private getaway with nature’s beauty at your doorstep, all while being minutes from dining, shopping, and outdoor adventures.

Top Guest favourite
A cozy dining area features a light wood table surrounded by several teal chairs. Natural light filters through the sheer curtains of the window, illuminating the space. A side table displays decorative items, and a plant adds a touch of greenery.
Apartment in Bristol
4.95 out of 5 average rating, 40 reviews

1br-queen-0cleanFee-w/d-offstreet park-NursesNest

Step into tranquility in this charming 1 BR, 3rd floor retreat, affectionately referred to as Nurses Nest, an ideal haven crafted for the discerning working prof. This cozy apt offers the perfect blend of comfort and sophistication. Fully-equip kit., complete with modern appliances. The dining area offers a tranquil spot within this retreat, setting the tone for a calm and centered day. Ample closet space, full size W/D and a thoughtfully designed layout, seamlessly combine functionality w/style

Top Guest favourite
A peaceful view of Paper Goods Pond is captured, showcasing calm waters reflecting the sky. Surrounding trees display vibrant autumn colors, and a grassy area leads down to the water's edge. The serene landscape provides a backdrop for relaxation and connection with nature.
Apartment in Berlin
4.91 out of 5 average rating, 109 reviews

Pond View Retreat I in Central CT

Comfortable 1 bedroom apt. Centrally located between Hartford and New Haven Near CCSU, UCONN Medical, HOCC, Hartford, Middletown. Perfect for extended stay. Business, nurses, snowbirds. We host short term if available close to requested dates. Separate one bedroom apts. 2nd floor. Washer/Dryer. See our 2nd listing Pond View Retreat II. Clean, safe location. Close to train station, banks, restaurants, grocery stores ,hwy. Relax and enjoy the four seasons over looking Paper Goods Pond!

Guest favourite
Guest suite in Bloomfield
4.92 out of 5 average rating, 118 reviews

Private Cozy Suite, 0 Fees, Pets Allowed, EV Plug

A private cozy suite for you! Better than a hotel or private room & less than an entire house. Pets welcome with no fees :) Generous discounts for medium- to long-term stays. Your guest suite includes newly furnished living room, apartment kitchenette, large bedroom with full bathroom. Despite many renovations, we kept the vintage & cozy charm. Separate Wifi for remote work. Less than 20 minutes to the airport and Hartford metro. No cost EV charger on site. No cleaning fees!

Superhost
A spacious living area features a comfortable gray sectional sofa alongside a medium wood coffee table. A patterned area rug lies beneath, and natural light enters through large windows. Two doors lead to other rooms, enhancing the apartment's layout.
Home in Southington
4.74 out of 5 average rating, 57 reviews

Large 2nd floor of duplex in town center

Keep it simple at this peaceful and centrally-located place. Large 2-bedroom in the heart of downtown Southington. The unit is part of a 2-family house and this listing is for the entire second floor. There is off-street parking with enough space to fit 2 cars. The house is located directly off the main street of Southington (Center St) and less than a 1-minute walk to multiple restaurants/bars/shops. Guests are required to climb a flight of stairs to access the apartment.

Guest favourite
The exterior of a charming three-bedroom house is displayed, featuring a sloped roof and neatly trimmed bushes. A large tree provides shade in the front yard, while a stone pathway leads to the entrance. Side decorations include a swing and tree remnants.
Home in Bristol
4.93 out of 5 average rating, 211 reviews

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Superhost
Apartment in Plainville
4.75 out of 5 average rating, 109 reviews

Cozy 2BR Apt• Family/Business Friendly• Near I-84

Welcome to your cozy home away from home in Plainville! This charming 2-bedroom, 1-bath second-floor apartment is perfect for families, professionals, or long stays. Just under a mile from I-84 and within walking distance to parks, tasty restaurants, a local brewery, and grocery stores—everything you need for a comfortable and convenient stay awaits you here! Relax and unwind in a warm, welcoming space designed to make you feel right at home.

Top Guest favourite
An elegant Arts & Crafts bungalow showcases a blend of architectural styles under a clear blue sky. The inviting façade features a distinctive porch, a brick chimney, and a nearby garage. Lush gardens adorned with vibrant plants enhance the home’s outdoor appeal.
Guest suite in Wallingford
5 out of 5 average rating, 639 reviews

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.

Guest favourite
A cozy seating area is featured, furnished with a gray couch adorned with patterned throw pillows and a soft blanket. Natural wood paneling enhances the ambiance, while decorative lighting and a wall mirror complete the inviting atmosphere.
Guesthouse in Plainville
4.94 out of 5 average rating, 70 reviews

Thirty shades of gray

This unique studio has a style of its own. Whether you’re here a night or ten this space is so warm and inviting. It’ll be your home away from home with all of the essentials so you can pack light. I provide guests with 100% Moroccan Argan oil shampoo, body wash, and conditioner. This is good for every hair type and skin type. So there is no need to pack a heavy bag I want your stay to be as convenient and relaxing as possible.

Top Guest favourite
Apartment in New Britain
4.96 out of 5 average rating, 246 reviews

Spacious Cozy Guest Suite

This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances. A dining table for four is present, set against a backdrop of light-colored walls. Countertop space is well-utilized, showcasing various canisters. The area is well-lit, contributing to a bright, functional atmosphere.
Apartment in Bristol
4.9 out of 5 average rating, 52 reviews

Updated 2-Bedroom Bristol

Welcome to Bristol! We are sure you will love your stay in this newly renovated apartment. This centrally located 2-bedroom apartment sleeps 4 comfortably with a large queen bed in each room. The living room offers board games and a large Roku TV. This apartment is located on the first floor. Full kitchen with laundry in unit. Walk-in shower in bathroom. Off street parking. Easy access to Rt 72 & I84.

Top Guest favourite
The exterior of a historic brick house is showcased, featuring a rounded turret and a welcoming front porch. Lush greenery and colorful flower beds surround the entry stairs, which lead to the front door. A small garden area adds to the inviting atmosphere of the home.
Loft in Frog Hollow
4.99 out of 5 average rating, 755 reviews

Loft - Queen Anne Row House in a historic district

Hosted by Judy and Greg, our home is close to art, culture, live theater, and restaurants. Our home is also close to major insurance companies, the state capitol and state of Connecticut offices. You’ll love the cozy 3rd floor loft. We also offer off street parking. Garage space is also available as an option. Our home is a perfect destination for couples, solo adventurers, and business travelers.

Popular amenities for Plainville holiday rentals