Vacation Rentals in Highlands, MA: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  Lowell
  6.  Highlands

Refine your search

Price per night

Amenity Filter

Rating

24 Best Vacation Rentals in Highlands (Starting from $117)

Home Away From Home in Lowell
Home Away From Home in Lowell
House
Lowell, MA, USA
1.2k from Highlands center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$496
Average price / night
Check Availability
Modern, All New 3BR Near UMASS
Modern, All New 3BR Near UMASS
Apartment
Lowell, MA, USA
4.3k from Highlands center

Guest Services, Parking, Fireplace/Heating, Security/Safety, Air Conditioner, View, Laundry

3 Bedrooms6 Guests
New to Booking
$455
Average price / night
Check Availability
Lowell Entire Home near UMASS
Lowell Entire Home near UMASS
House
Lowell, MA, 01851, United States
1.8k from Highlands center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom3 Guests
10.0

Exceptional

9 reviews

$348
Average price / night
Check Availability
Inviting Summer Village Cottage Golf Cart and More!
Inviting Summer Village Cottage Golf Cart and More!
House
Westford, MA, USA
9.2k from Highlands center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms5 Guests
New to Booking
$214
Average price / night
Check Availability
Cozy self-contained apartment with Private Entrance.
Cozy self-contained apartment with Private Entrance.
Apartment
Lowell, MA, 01854, United States
2.5k from Highlands center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

9.6

Exceptional

4 reviews

$117
Average price / night
Check Availability
Newly renovated, spacious, clean, 3-bedroom home.
Newly renovated, spacious, clean, 3-bedroom home.
Apartment
Chelmsford, MA, 01863, United States
4.1k from Highlands center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$365
Average price / night
Check Availability
Nearby Historical Attractions • 3BR/1BA • Sleep 7
Nearby Historical Attractions • 3BR/1BA • Sleep 7
House
Lowell, MA, 01850, United States
4.9k from Highlands center

AC, Dryer, Internet, Kitchen, Living Area, Microwave, No Smoking, TV, Washer

4 Bedrooms7 Guests
New to Booking
$332
Average price / night
Check Availability
A Charming House with Private Pool & BBQ Area
A Charming House with Private Pool & BBQ Area
House
Dracut, MA, 01826, United States
6.0k from Highlands center

AC, Dryer, Heater, Internet, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$996
Average price / night
Check Availability
Executive Suite with Private Kitchen, Bath & Parking
Executive Suite with Private Kitchen, Bath & Parking
Apartment
Dracut, MA, 01826, United States
7.8k from Highlands center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, TV

1 Bedroom3 Guests
New to Booking
$188
Average price / night
Check Availability
Inviting Summer Village Cottage: Golf Cart & More!
Inviting Summer Village Cottage: Golf Cart & More!
Cottage
Westford, MA, 01886, United States
9.2k from Highlands center

AC, Dryer, Free Parking, Heater, Hot Tub, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms5 Guests
New to Booking
$225
Average price / night
Check Availability
Just Chill’Inn Cottage - Pools, Beach, Golfcart
Just Chill’Inn Cottage - Pools, Beach, Golfcart
Cottage
Westford, MA, 01886, United States
9.3k from Highlands center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
9.4

Superb

3 reviews

$308
Average price / night
Check Availability
Summer Village! Charming 2-bedroom cottage with AC, WiFi in delightful Westford
Summer Village! Charming 2-bedroom cottage with AC, WiFi in delightful Westford
Cottage
Westford, MA, 01886, United States
9.3k from Highlands center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$497
Average price / night
Check Availability
Lake Access & Pools: Sun-Soaked Westford Cottage!
Lake Access & Pools: Sun-Soaked Westford Cottage!
Cottage
Westford, MA, 01886, United States
9.4k from Highlands center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$276
Average price / night
Check Availability
Gated Resort Community
Gated Resort Community
Cottage
Westford, MA, 01886, United States
9.4k from Highlands center

AC, Free Parking, Internet, No Smoking, Pool

2 Bedrooms6 Guests
New to Booking
$340
Average price / night
Check Availability
Cozy Cottage @ Summer Village w/access to pond, pools, restaurant & activities!
Cozy Cottage @ Summer Village w/access to pond, pools, restaurant & activities!
Cottage
Westford, MA, 01886, United States
9.5k from Highlands center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Laundry, Microwave

2 Bedrooms5 Guests
New to Booking
$308
Average price / night
Check Availability
Waterfront Cottage
Waterfront Cottage
House
Westford, MA, 01886, United States
9.5k from Highlands center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$465
Average price / night
Check Availability
Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston
Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston
Cottage
Westford, MA, 01886, United States
9.5k from Highlands center

AC, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$189
Average price / night
Check Availability
Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site
Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site
Cottage
Westford, MA, 01886, United States
9.6k from Highlands center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$347
Average price / night
Check Availability
Large Scenic Home, Safe Quite Neighborhood, 30 min to Boston, Nashua, Manchester
Large Scenic Home, Safe Quite Neighborhood, 30 min to Boston, Nashua, Manchester
House
Andover, MA, 01810, United States
9.6k from Highlands center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
New to Booking
$423
Average price / night
Check Availability
Waterfront Cottage in Summer Village w/ Grill
Waterfront Cottage in Summer Village w/ Grill
Cottage
Westford, MA, 01886, United States
9.7k from Highlands center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$591
Average price / night
Check Availability
Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat
Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat
Cottage
Westford, MA, 01886, United States
9.7k from Highlands center

AC, Bar, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$360
Average price / night
Check Availability
Tewksbury MA 5 night minimum stay 4 beds, 2.5 baths, quiet neighborhood,
Tewksbury MA 5 night minimum stay 4 beds, 2.5 baths, quiet neighborhood,
House
Tewksbury, MA, 01876, United States
10.0k from Highlands center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
10.0

Exceptional

14 reviews

$338
Average price / night
Check Availability

Other accommodation types in Highlands:

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Highlands.

Highlands Vacation Rentals on the Map

Frequently Asked Questions

You can explore 24 verified vacation rentals in Highlands. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Highlands vary depending on the season, property size, and location. Rates typically start from around $117 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Highlands include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Highlands welcome pets. Currently, 2 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Highlands often include amenities such as Fireplace/Heating, Laundry, and Bedding/Linens. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.