Best apartment offers in Rutland, VT

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Rutland, VT apartments
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65 Holiday apartments Rutland, VT

Best family friendly Rutland, VT Holiday Apartments and Self Catering Accommodations

Among the 65 accommodations in Rutland, VT, here are the 4 best family friendly holiday apartments

Nice, Large Modern Apartment - Rutland, VT
9.9 101 reviews
Rutland, VT
13/08 – 24/08
SG$184/nighttotal: SG$2024 (11 )

Nice, Large Modern Apartment

1 2
apartment , Rutland
This Rutland apartment is conveniently located within walking distance of Rutland's Paramount Theatre and the town centre, offering easy access to local amenities.
The two-bedroom, one-bathroom property sleeps four guests, features a fully equipped kitchen including a dishwasher, and boasts a private garden, parking, and keyless entry; a travel cot and high chair are also provided for families.
Fox Farm · Hilltop Retreat Near Mountains & Lakes - Rutland, VT
10 19 reviews
Rutland, VT
13/08 – 24/08
SG$315/nighttotal: SG$3465 (11 )

Fox Farm · Hilltop Retreat Near Mountains & Lakes

1 2
apartment , Pittsford
This newly constructed 2025 apartment in Pittsford offers a tranquil hilltop setting with rural views, located between the Taconic and Green Mountain ranges, equidistant from Lake Bomoseen and Killington, approximately 12 kilometres away.
This family-friendly accommodation for up to four guests features two bedrooms, a kitchenette with essential appliances, air conditioning, garden access, parking, and on-site trails for hiking and snowshoeing, providing a peaceful retreat with modern comforts.
Sweet Retreat - Rutland, VT
9.9 35 reviews
Rutland, VT
13/08 – 24/08
SG$251/nighttotal: SG$2761 (11 )

Sweet Retreat

1 2
apartment , Mendon
This two-bedroom apartment near Mendon, Vermont, offers convenient access to Pico Mountain (less than 5km), Killington (24km), and Okemo (56km), ideal for skiers and outdoor enthusiasts.
The self-catering property sleeps six, features a dishwasher, swimming pool, parking, and an open-plan kitchen and living area, with access to a tennis court and basketball hoops (seasonally).
Family Ski House Pico/killington - Rutland, VT
10 2 reviews
Rutland, VT
17/09 – 21/09
SG$532/nighttotal: SG$2128 (4 )

Family Ski House Pico/killington

4 2
apartment , Rutland
This apartment is situated in a peaceful rural setting, just 13km from Pico Mountain and 22km from Killington Ski Resort.
The apartment offers ample space for larger groups, sleeping up to 14 guests in its three bedrooms and separate bunkhouse. It includes a fully equipped kitchen, air conditioning, Wi-Fi, and parking, making it ideal for families or groups looking for a comfortable and convenient base to explore the area.

Best Rutland, VT holiday apartments with a kitchen

Easy Access To Downtown Rutland - Rutland, VT
9.8 41 reviews
Rutland, VT
13/08 – 24/08
SG$169/nighttotal: SG$1859 (11 )

Easy Access To Downtown Rutland

1 2
apartment , Rutland
This Rutland apartment, a stone's throw from downtown, is conveniently located one block from Rutland's centre, offering easy access to shops and restaurants, and is a 32km drive from Killington ski resort and 48km from Okemo.
The one-bedroom, one-bathroom flat sleeps two guests and includes parking, internet access, air conditioning, and a kitchen; pets are welcome.
Your Cozy Basecamp For Adventure - Rutland, VT
10 56 reviews
Rutland, VT
13/08 – 24/08
SG$314/nighttotal: SG$3454 (11 )

Your Cozy Basecamp For Adventure

1 2
apartment , Rutland
This Rutland flat is perfectly positioned just 100 metres from mountain biking and hiking trails, a 15-minute drive from Pico Ski Resort and a 20-minute drive from Killington Ski Resort, with downtown Rutland's shops and restaurants also within easy reach.
This property accommodates up to six guests across three bedrooms, offering a well-equipped kitchen, a comfortable living area with a smart TV, and private parking for two vehicles, though note there are stairs to access the flat and resident dogs are on site.
Rustic Vermont Cottage For Families - Self Checkin - Rutland, VT
9.6 112 reviews
Rutland, VT
17/09 – 21/09
SG$431/nighttotal: SG$1724 (4 )

Rustic Vermont Cottage For Families - Self Checkin

1 2
apartment , Rutland
This spacious house is located in Rutland, just 20km from Killington and 15km from Pico, making it a great base for exploring the area. It consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The house has three bedrooms and one bathroom, accommodating up to 12 guests. It's well-equipped with a modern kitchen, fast Wi-Fi, a flat-screen TV, and a secure parking space for up to four cars.
Picovillage Resort G301-beautiful Contemporary Style 2-bedroom,2-bath Condo With The Comfort Of Home - Rutland, VT
9.2 52 reviews
Rutland, VT
13/08 – 24/08
SG$223/nighttotal: SG$2453 (11 )

Picovillage Resort G301-beautiful Contemporary Style 2-bedroom,2-bath Condo With The Comfort Of Home

1 2
apartment , Killington
Picovillage Resort G301 is a 2-bedroom apartment located just a 5-minute walk from Pico Mountain at Killington Ski Resort, with Deer Leap Trail and Gifford Woods State Park within a 3-mile radius. The property has received excellent ratings for location, cleanliness and user experience.
The apartment is spacious and comfortable, featuring a cosy fireplace, a sofa bed, and a fully equipped kitchen. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, sauna, spa, fitness centre, restaurant and free parking, as well as access to the internet and a terrace.

Frequently asked questions about apartment rentals in Rutland, VT

  • What is Rutland, VT best known for?

    Rutland is a city with a lot of history. It's known for its marble quarries, which were once a major industry in the area. You can still see some of the old quarries today, and there's even a marble museum.
  • What are the best apartments in Rutland, VT?

    Among the apartments in Rutland, VT, Your Home Away From Home, The Look Out and Home Sweet Grove Street are the most popular ones.

  • What are the top cultural spots to visit in and around Rutland, VT?

    The Paramount Theatre is a beautiful historic theatre that hosts a variety of performances, from concerts to plays. The Carriage Barn Arts is a gallery and performance space that features local artists. And if you're interested in history, you could visit the Rutland Historical Society museum.
  • What are the best apartments with a pool in Rutland, VT?

  • What are the closest cities to visit near Rutland, VT?

    You can easily visit Burlington, which is about an hour away and has a vibrant downtown area with lots of shops, restaurants, and cultural attractions. Another option is Montpelier, the capital of Vermont, which is about an hour and a half away and has a charming downtown area with historic buildings and museums.
  • What are the best apartments with a jacuzzi in Rutland, VT?

  • What are the best ways to relax in Rutland, VT?

    You can relax at the Rutland Recreation Area, which has a swimming pool, tennis courts, and a playground. Or you could go for a walk or bike ride on the Green Mountain Trail. There are also a few spas in the area, or you could just enjoy a quiet evening at one of the many restaurants and pubs in the city.
  • What are the best apartments for families and kids in Rutland, VT?

    The best apartments for families and kids in Rutland, VT are Your Home Away From Home, The Look Out and The House Of Views.

  • What are the advantages of choosing an apartment for your stay in Rutland, VT?

    Apartments in Rutland are usually more spacious than hotel rooms and can offer more amenities like a kitchen and laundry facilities. This can be especially useful if you're staying for a longer period of time. Apartments can also be more affordable than hotels, especially if you're traveling with a group.
  • What are the best pet friendly apartments in Rutland, VT?

  • What are the best apartments with parking in Rutland, VT?

    Your Home Away From Home, The Look Out and The House Of Views are the best apartments with parking in Rutland, VT.

Destinations nearby

Best Rutland, VT holiday apartments with air conditioning

Heavenly Killington Luxury Home On Killington Road - Rutland, VT
10 97 reviews
Rutland, VT
03/07 – 05/07
SG$2428/nighttotal: SG$4856 (2 )

Heavenly Killington Luxury Home On Killington Road

7 15
apartment , Killington
This spacious six-bedroom property is located in the mountains, just a 15-minute walk from Gifford Woods State Park and a short drive from Killington Resort. The house consistently receives excellent ratings for its location, cleanliness, and overall experience.
The 288 square metre property can comfortably accommodate up to 16 guests, making it ideal for large families or groups of friends. The house offers a range of amenities, including a fully equipped kitchen, a spa tub, a garden, and a tennis court, ensuring a comfortable and enjoyable stay.
Rutland's Hidden Gem: Renovated 2 Br/1ba In Town - Rutland, VT
9.5 60 reviews
Rutland, VT
17/09 – 21/09
SG$668/nighttotal: SG$2672 (4 )

Rutland's Hidden Gem: Renovated 2 Br/1ba In Town

2 2
apartment , Rutland
This Rutland, Vermont property is situated 1.1 km from Rutland Regional Medical Center and 3.1 km from Rutland's town centre, offering convenient access to local amenities and attractions.
This two-bedroom, one-bathroom house sleeps six, features a fully equipped kitchen with dishwasher, air conditioning, a private backyard with BBQ, and provides EV charging (surcharge applies); pets are welcome (fee applies).
The Raven's Nest - 1 Bedroom, 1 Bathroom Apartment - Rutland, VT
9.3 3 reviews
Rutland, VT
17/09 – 21/09
SG$276/nighttotal: SG$1104 (4 )

The Raven's Nest - 1 Bedroom, 1 Bathroom Apartment

1 2
apartment , Rutland
This Rutland apartment, situated on the second floor within walking distance of the town centre and its amenities, offers easy access to Rutland's restaurants and shops.
The self-catering flat comprises one bedroom, one bathroom, sleeps two guests, and features a full kitchen, smart TVs, and designated parking; nearby attractions include Killington, Pico, and Okemo ski resorts, ideal for exploring outdoor pursuits year-round.
Cozy Home, Minutes From Killington! Washer/dryer & Free Disney+/peacock! - Rutland, VT
9.9 187 reviews
Rutland, VT
17/09 – 21/09
SG$462/nighttotal: SG$1848 (4 )

Cozy Home, Minutes From Killington! Washer/dryer & Free Disney+/peacock!

1 2
apartment , Mendon
This house is located in the mountains, just a short drive from the Green Mountain Rock Climbing Center and within easy reach of Rutland's amenities, including the Rutland Regional Medical Center and Paramount Theater. It has received excellent ratings for location, cleanliness, and overall experience.
The property offers three bedrooms and one bathroom, accommodating up to five guests in a comfortable 88 square metres. Guests can enjoy modern amenities, a fully equipped kitchen, and a smoke-free environment, making it ideal for families or groups seeking a relaxing retreat.

Best pet-friendly Rutland, VT holiday apartments

Among the 65 accommodations in Rutland, VT, here are the 4 best pet friendly holiday apartments

Sunset Notch- Hot Tub, Cold Plunge, Hiking, Views! - Rutland, VT
Rutland, VT
17/09 – 21/09
SG$972/nighttotal: SG$3888 (4 )

Sunset Notch- Hot Tub, Cold Plunge, Hiking, Views!

4 2
apartment , Mendon
This property in Rutland, Mendon, offers a secluded mountain retreat set on over 10 acres with mountain views, conveniently located within 10 kilometres of Killington and Pico resorts, and a short drive from Wilson Castle and Calvin Coolidge Historic Site.
This 4-bedroom, 3-bathroom holiday home accommodates up to 8 guests and features a fully equipped kitchen, a private hot tub, a terrace, a garden, and smart home technology for noise monitoring, with optional add-on services available from Killington Mountain Homes.
Vermont Respite For Travelers - Self Check-in - Rutland, VT
9.7 12 reviews
Rutland, VT
17/09 – 21/09
SG$301/nighttotal: SG$1204 (4 )

Vermont Respite For Travelers - Self Check-in

1 2
apartment , Rutland
This one-bedroom flat is centrally located in Rutland, offering easy access to local dining and shops, and is approximately 32 kilometres from Killington and Pico ski resorts.
This accommodation allows pets, features a full kitchen with a fridge, freezer, and microwave, and includes a record player, private entrance, and parking, comfortably sleeping up to four guests.
Quaint City Cottage Just Minutes From Killington - Rutland, VT
9.4 25 reviews
Rutland, VT
17/09 – 21/09
SG$618/nighttotal: SG$2472 (4 )

Quaint City Cottage Just Minutes From Killington

3 2
apartment , Rutland
This Rutland cottage, situated in a peaceful neighbourhood approximately 24km from Killington and Pico ski resorts, offers easy access to local restaurants and nightlife.
Sleeping up to six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen including a dishwasher, air conditioning, a garden, parking, and Wi-Fi; pets are welcome.
Sunset Notch- Hot Tub, Cold Plunge, Hiking, Views! - Rutland, VT
9.7 14 reviews
Rutland, VT
17/09 – 21/09
SG$834/nighttotal: SG$3336 (4 )

Sunset Notch- Hot Tub, Cold Plunge, Hiking, Views!

1 2
apartment , Mendon
This recently refurbished mountain dwelling is located on over 4 hectares of private land in Mendon, offering impressive sunset vistas and convenient access to Killington and Pico ski resorts, as well as Rutland's restaurants.
This 4-bedroom, 3-bathroom chalet accommodates up to 8 guests and features a hot tub, fireplace, a private deck with forest views, and is situated less than 5 kilometres from Killington ski resort.
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